Heterocyclic compound and organic light-emitting device including the same

ABSTRACT

Provided are a heterocyclic compound and an organic light-emitting device including the same. The organic light-emitting device includes: a first electrode; a second electrode facing the first electrode; and an organic layer that is between the first electrode and the second electrode, the organic layer including an emission layer and at least one of the heterocyclic compound.

CROSS-REFERENCE TO RELATED APPLICATION

This application claims priority to and the benefit of Korean PatentApplication No. 10-2018-0034707, filed on Mar. 26, 2018, in the KoreanIntellectual Property Office, the entire content of which isincorporated herein by reference.

BACKGROUND 1. Field

One or more embodiments of the present disclosure relate to a condensedheterocyclic compound and an organic light-emitting device including thesame.

2. Description of the Related Art

Organic light-emitting devices are self-emission devices that producefull-color images, and also have wide viewing angles, high contrastratios, short response times, and excellent characteristics in terms ofbrightness, driving voltage, and response speed, as compared to otherdevices in the art.

An example of such an organic light-emitting device may include a firstelectrode disposed on a substrate, and a hole transport region, anemission layer, an electron transport region, and a second electrode,which are sequentially disposed on the first electrode. Holes providedfrom the first electrode may move toward the emission layer through thehole transport region, and electrons provided from the second electrodemay move toward the emission layer through the electron transportregion. Carriers, such as holes and electrons, recombine in the emissionlayer to produce excitons. These excitons transit (e.g., transition orrelax) from an excited state to a ground state, thereby generatinglight.

SUMMARY

Aspects of embodiments of the present disclosure provide a novelheterocyclic compound and an organic light-emitting device including thesame.

Additional aspects of embodiments will be set forth in part in thedescription which follows and, in part, will be apparent from thedescription, or may be learned by practice of the presented embodiments.

An aspect of an embodiment provides a heterocyclic compound representedby Formula 1:

In Formulae 1 and 2,

A₁ to A₄ may each independently be a C₅-C₆₀ carbocyclic group or aC₂-C₆₀ heterocyclic group,

X₁ may be O or S,

X₂ may be C(R₆₀)(R₇₀),

L₁₀ to L₁₃ may each independently be selected from a substituted orunsubstituted C₃-C₁₀ cycloalkylene group, a substituted or unsubstitutedC₁-C₁₀ heterocycloalkylene group, a substituted or unsubstituted C₃-C₁₀cycloalkenylene group, a substituted or unsubstituted C₁-C₁₀heterocycloalkenylene group, a substituted or unsubstituted C₆-C₆₀arylene group, a substituted or unsubstituted C₆₀ heteroarylene group, asubstituted or unsubstituted divalent non-aromatic condensed polycyclicgroup, and a substituted or unsubstituted divalent non-aromaticcondensed heteropolycyclic group,

a10, a11, a12, and a13 may each independently be an integer of 0 to 5,

wherein, when a10 is two or more, L₁₀(s) may be identical to ordifferent from each other,

when a11 is two or more, L₁₁(s) may be identical to or different fromeach other,

when a12 is two or more, L₁₂(s) may be identical to or different fromeach other,

when a13 is two or more, L₁₃(s) may be identical to or different fromeach other,

when a10 is 0, L₁₀ may be a single bond,

when a11 is 0, L₁₁ may be a single bond,

when a12 is 0, L₁₂ may be a single bond, and

when a13 is 0, L₁₃ may be a single bond,

Ar₁ and Ar₂ may each independently be hydrogen, deuterium, —F, —Cl, —Br,—I, a hydroxyl group, a cyano group, a nitro group, an amidino group, ahydrazino group, a hydrazono group, a substituted or unsubstitutedC₁-C₆₀ alkyl group, a substituted or unsubstituted C₂-C₆₀ alkenyl group,a substituted or unsubstituted C₂-C₆₀ alkynyl group, a substituted orunsubstituted C₁-C₆₀ alkoxy group, a substituted or unsubstituted C₃-C₁₀cycloalkyl group, a substituted or unsubstituted heterocycloalkyl group,a substituted or unsubstituted C₃-C₁₀ cycloalkenyl group, a substitutedor unsubstituted C₁-C₁₀ heterocycloalkenyl group, a substituted orunsubstituted C₆-C₆₀ aryl group, a substituted or unsubstituted C₆-C₆₀aryloxy group, a substituted or unsubstituted C₆-C₆₀ arylthio group, asubstituted or unsubstituted C₁-C₆₀ heteroaryl group, a substituted orunsubstituted monovalent non-aromatic condensed polycyclic group, asubstituted or unsubstituted monovalent non-aromatic condensedheteropolycyclic group, —Si(Q₁)(Q₂)(Q₃), —N(Q₁)(Q₂), —B(Q₁)(Q₂),C(═O)(Q₁), —S(═O)(Q₁), or —P(═O)(Q₁)(Q₂),

R₁₀ and R₂₀ may each independently be a group represented by Formula 2,hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group,a nitro group, an amidino group, a hydrazino group, a hydrazono group, asubstituted or unsubstituted C₁-C₆₀ alkyl group, a substituted orunsubstituted C₂-C₆₀ alkenyl group, a substituted or unsubstitutedC₂-C₆₀ alkynyl group, a substituted or unsubstituted C₁-C₆₀ alkoxygroup, a substituted or unsubstituted C₃-C₁₀ cycloalkyl group, asubstituted or unsubstituted C₁-C₁₀ heterocycloalkyl group, asubstituted or unsubstituted C₃-C₁₀ cycloalkenyl group, a substituted orunsubstituted C₁-C₁₀ heterocycloalkenyl group, a substituted orunsubstituted C₆-C₆₀ aryl group, a substituted or unsubstituted C₆-C₆₀aryloxy group, a substituted or unsubstituted C₆-C₆₀ arylthio group, asubstituted or unsubstituted C₁-C₆₀ heteroaryl group, a substituted orunsubstituted monovalent non-aromatic condensed polycyclic group, asubstituted or unsubstituted monovalent non-aromatic condensedheteropolycyclic group, —Si(Q₁)(Q₂)(Q₃), —N(Q₁)(Q₂), —B(Q₁)(Q₂),—C(═O)(Q₁), —S(═O)(Q₁), or —P(═O)(Q₁)(Q₂),

at least one selected from R₁₀ and R₂₀ may be a group represented byFormula 2,

b10 and b20 may each independently be an integer of 1 to 8,

wherein, when b10 is two or more, R₁₀(s) may be identical to ordifferent from each other, and

when b20 is two or more, R₂₀(s) may be identical to each other ordifferent from each other,

R₃₀, R₄₀, R₅₀, R₆₀, and R₇₀ may each independently be a binding site toFormula 1, or may be hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxylgroup, a cyano group, a nitro group, an amidino group, a hydrazinogroup, a hydrazono group, a substituted or unsubstituted C₁-C₆₀ alkylgroup, a substituted or unsubstituted C₂-C₆₀ alkenyl group, asubstituted or unsubstituted C₂-C₆₀ alkynyl group, a substituted orunsubstituted C₁-C₆₀ alkoxy group, a substituted or unsubstituted C₃-C₁₀cycloalkyl group, a substituted or unsubstituted C₁-C₁₀ heterocycloalkylgroup, a substituted or unsubstituted C₃-C₁₀ cycloalkenyl group, asubstituted or unsubstituted C₁-C₁₀ heterocycloalkenyl group, asubstituted or unsubstituted C₆-C₆₀ aryl group, a substituted orunsubstituted C₆-C₆₀ aryloxy group, a substituted or unsubstitutedC₆-C₆₀ arylthio group, a substituted or unsubstituted C₁-C₆₀ heteroarylgroup, a substituted or unsubstituted monovalent non-aromatic condensedpolycyclic group, a substituted or unsubstituted monovalent non-aromaticcondensed heteropolycyclic group, —Si(Q₁)(Q₂)(Q₃), —N(Q₁)(Q₂),—B(Q₁)(Q₂), —C(═O)(Q₁), —S(═O)(Q₁), or —P(═O)(Q₁)(Q₂),

any one selected from R₃₀, R₄₀, R₅₀, R₆₀, and R₇₀ may be a binding siteto Formula 1,

b30 and b40 may each independently be an integer of 1 to 8,

wherein, when b30 is two or more, R₃₀(s) may be identical to ordifferent from each other, and

when b40 is two or more, R₄₀(s) may be identical to or different fromeach other,

at least one substituent of the substituted C₅-C₆₀ carbocyclic group,the substituted C₂-C₆₀ heterocyclic group, the substituted C₃-C₁₀cycloalkylene group, the substituted C₁-C₁₀ heterocycloalkylene group,the substituted C₃-C₁₀ cycloalkenylene group, the substituted C₁-C₁₀heterocycloalkenylene group, the substituted C₆-C₆₀ arylene group, thesubstituted C₁-C₆₀ heteroarylene group, a substituted divalentnon-aromatic condensed polycyclic group, and a substituted divalentnon-aromatic condensed heteropolycyclic group, the substituted C₁-C₆₀alkyl group, the substituted C₂-C₆₀ alkenyl group, the substitutedC₂-C₆₀ alkynyl group, the substituted C₁-C₆₀ alkoxy group, thesubstituted C₃-C₁₀ cycloalkyl group, the substituted C₁-C₁₀heterocycloalkyl group, the substituted C₃-C₁₀ cycloalkenyl group, thesubstituted C₁-C₁₀ heterocycloalkenyl group, the substituted C₆-C₆₀ arylgroup, the substituted C₆-C₆₀ aryloxy group, the substituted C₆-C₆₀arylthio group, the substituted C₁-C₆₀ heteroaryl group, the substitutedmonovalent non-aromatic condensed polycyclic group, and the substitutedmonovalent non-aromatic condensed heteropolycyclic group may be selectedfrom:

deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amidino group, a hydrazino group, a hydrazono group, a C₁-C₆₀alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, and aC₁-C₆₀ alkoxy group;

a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group,and a C₁-C₆₀ alkoxy group, each substituted with at least one selectedfrom deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, anitro group, an amidino group, a hydrazino group, a hydrazono group, aC₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,a monovalent non-aromatic condensed heteropolycyclic group,—Si(Q₁₁)(Q₁₂)(Q₁₃), —N(Q₁₁)(Q₁₂), —B(Q₁₁)(Q₁₂), —C(═O)(Q₁₁),—S(═O)₂(Q₁₁), and —P(═O)(Q₁₁)(Q₁₂);

a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,and a monovalent non-aromatic condensed heteropolycyclic group;

a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,and a monovalent non-aromatic condensed heteropolycyclic group, eachsubstituted with at least one selected from deuterium, —F, —Cl, —Br, —I,a hydroxyl group, a cyano group, a nitro group, an amidino group, ahydrazino group, a hydrazono group, a C₁-C₆₀ alkyl group, a C₂-C₆₀alkenyl group, a C₂-C₆₀ alkynyl group, a C₁-C₆₀ alkoxy group, a C₃-C₁₀cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenylgroup, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀ heteroaryl group, amonovalent non-aromatic condensed polycyclic group, a monovalentnon-aromatic condensed heteropolycyclic group, —Si(Q₂₁)(Q₂₂)(Q₂₃),—N(Q₂₁)(Q₂₂), —B(Q₂₁)(Q₂₂), —C(═O)(Q₂₁), —S(═O)₂(Q₂₁), and—P(═O)(Q₂₁)(Q₂₂); and —Si(Q₃₁)(Q₃₂)(Q₃₃), —N(Q₃₁)(Q₃₂), —B(Q₃₁)(Q₃₂),—C(═O)(Q₃₁), —S(═O)₂(Q₃₁), and —P(═O)(Q₃₁)(Q₃₂), and

Q₁ to Q₃, Q₁₁ to Q₁₃, Q₂₁ to Q₂₃, and Q₃₁ to Q₃₃ may each independentlybe selected from hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxylgroup, a cyano group, a nitro group, an amidino group, a hydrazinogroup, a hydrazono group, a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group,a C₂-C₆₀ alkynyl group, a C₁-C₆₀ alkoxy group, a C₃-C₁₀ cycloalkylgroup, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, aC_(r) C₁₀ heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₁-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,a monovalent non-aromatic condensed heteropolycyclic group, a biphenylgroup, and a terphenyl group.

Another aspect of an embodiment provides an organic light-emittingdevice including: a first electrode; a second electrode facing the firstelectrode; and an organic layer that is disposed between the firstelectrode and the second electrode and includes an emission layer and atleast one of the heterocyclic compound described above.

BRIEF DESCRIPTION OF THE DRAWING

These and/or other aspects or embodiments will become apparent and morereadily appreciated from the following description of the embodiments,taken in conjunction with the accompanying drawing which is a schematicview of an organic light-emitting device according to an embodiment.

DETAILED DESCRIPTION

Reference will now be made in more detail to embodiments, examples ofwhich are illustrated in the accompanying drawing, wherein likereference numerals refer to like elements throughout. In this regard,the present embodiments may have different forms and should not beconstrued as being limited to the descriptions set forth herein.Accordingly, the embodiments are merely described below, by referring tothe accompanying drawing, to explain aspects of embodiments of thepresent description. As used herein, the term “and/or” includes any andall combinations of one or more of the associated listed items.Expressions such as “at least one of,” when preceding a list ofelements, modify the entire list of elements and do not modify theindividual elements of the list.

An aspect of an embodiment provides a heterocyclic compound representedby Formula 1:

In Formulae 1 and 2, A₁ to A₄ may each independently be a C₅-C₆₀carbocyclic group or a C₂-C₆₀ heterocyclic group.

In one embodiment, A₁ to A₄ may each independently be selected from abenzene group, a naphthalene group, an anthracene group, a phenanthrenegroup, a triphenylene group, a pyrene group, a chrysene group, acyclopentadiene group, a 1,2,3,4-tetrahydronaphthalene group, a furangroup, a thiophene group, a silole group, an indene group, a fluorenegroup, an indole group, a carbazole group, a benzofuran group, adibenzofuran group, a benzothiophene group, a dibenzothiophene group, abenzosilole group, and a dibenzosilole group.

In one or more embodiments, A₁ may be a benzene group, and

A₂ to A₄ may each independently be selected from a benzene group, anaphthalene group, a fluorene group, a carbazole group, a dibenzofurangroup, and a dibenzothiophene group.

For example, A₁ to A₄ may each be a benzene group, but embodiments ofthe present disclosure are not limited thereto.

In Formulae 1 and 2, X₁ may be O or S, and

X₂ may be C(R₆₀)(R₇₀)

In Formulae 1 and 2, L₁₀ to L₁₃ may each independently be selected froma substituted or unsubstituted C₃-C₁₀ cycloalkylene group, a substitutedor unsubstituted C₁-C₁₀ heterocycloalkylene group, a substituted orunsubstituted C₃-C₁₀ cycloalkenylene group, a substituted orunsubstituted heterocycloalkenylene group, a substituted orunsubstituted C₆-C₆₀ arylene group, a substituted or unsubstitutedC₁-C₆₀ heteroarylene group, a substituted or unsubstituted divalentnon-aromatic condensed polycyclic group, and a substituted orunsubstituted divalent non-aromatic condensed heteropolycyclic group,and

a10, a11, a12, and a13 may each independently be an integer of 0 to 5,

wherein, when a10 is two or more, L₁₀(s) may be identical to ordifferent from each other,

when a11 is two or more, L₁₁(s) may be identical to or different fromeach other,

when a12 is two or more, L₁₂(s) may be identical to or different fromeach other,

when a13 is two or more, L₁₃(s) may be identical to or different fromeach other,

when a10 is 0, L₁₀ may be a single bond,

when a11 is 0, L₁₁ may be a single bond,

when a12 is 0, L₁₂ may be a single bond, and

when a13 is 0, L₁₃ may be a single bond.

In one embodiment, L₁₀ to L₁₃ may each independently be selected from:

a phenylene group, a pentalenylene group, an indenylene group, anaphthylene group, an azulenylene group, a heptalenylene group, anindacenylene group, an acenaphthylene group, a fluorenylene group, aspiro-bifluorenylene group, a spiro-fluorene-benzofluorenylene group, abenzofluorenylene group, a dibenzofluorenylene group, a phenalenylenegroup, a phenanthrenylene group, an anthracenylene group, afluoranthenylene group, a triphenylenylene group, a pyrenylene group, achrysenylene group, a naphthacenylene group, a picenylene group, aperylenylene group, a pentaphenylene group, a hexacenylene group, apentacenylene group, a rubicenylene group, a coronenylene group, anovalenylene group, a pyrrolylene group, a thiophenylene group, afuranylene group, an imidazolylene group, a pyrazolylene group, athiazolylene group, an isothiazolylene group, an oxazolylene group, anisoxazolylene group, a pyridinylene group, a pyrazinylene group, apyrimidinylene group, a pyridazinylene group, an isoindolylene group, anindolylene group, an indazolylene group, a purinylene group, aquinolinylene group, an isoquinolinylene group, a benzoquinolinylenegroup, a phthalazinylene group, a naphthyridinylene group, aquinoxalinylene group, a quinazolinylene group, a cinnolinylene group, acarbazolylene group, a phenanthridinylene group, an acridinylene group,a phenanthrolinylene group, a phenazinylene group, a benzimidazolylenegroup, a benzofuranylene group, a benzothiophenylene group, anisobenzothiazolylene group, a benzoxazolylene group, anisobenzoxazolylene group, a triazolylene group, a tetrazolylene group,an oxadiazolylene group, a triazinylene group, a dibenzofuranylenegroup, a dibenzothiophenylene group, dibenzosilolylene group, abenzocarbazolylene group, a dibenzocarbazolylene group, athiadiazolylene group, an imidazopyridinylene group, and animidazopyrimidinylene group; and

a phenylene group, a pentalenylene group, an indenylene group, anaphthylene group, an azulenylene group, a heptalenylene group, anindacenylene group, an acenaphthylene group, a fluorenylene group, aspiro-bifluorenylene group, a spiro-fluorene-benzofluorenylene group, abenzofluorenylene group, a dibenzofluorenylene group, a phenalenylenegroup, a phenanthrenylene group, an anthracenylene group, afluoranthenylene group, a triphenylenylene group, a pyrenylene group, achrysenylene group, a naphthacenylene group, a picenylene group, aperylenylene group, a pentaphenylene group, a hexacenylene group, apentacenylene group, a rubicenylene group, a coronenylene group, anovalenylene group, a pyrrolylene group, a thiophenylene group, afuranylene group, an imidazolylene group, a pyrazolylene group, athiazolylene group, an isothiazolylene group, an oxazolylene group, anisoxazolylene group, a pyridinylene group, a pyrazinylene group, apyrimidinylene group, a pyridazinylene group, an isoindolylene group, anindolylene group, an indazolylene group, a purinylene group, aquinolinylene group, an isoquinolinylene group, a benzoquinolinylenegroup, a phthalazinylene group, a naphthyridinylene group, aquinoxalinylene group, a quinazolinylene group, a cinnolinylene group, acarbazolylene group, a phenanthridinylene group, an acridinylene group,a phenanthrolinylene group, a phenazinylene group, a benzimidazolylenegroup, a benzofuranylene group, a benzothiophenylene group, anisobenzothiazolylene group, a benzoxazolylene group, anisobenzoxazolylene group, a triazolylene group, a tetrazolylene group,an oxadiazolylene group, a triazinylene group, a dibenzofuranylenegroup, a dibenzothiophenylene group, a dibenzosilolylene group, abenzocarbazolylene group, a dibenzocarbazolylene group, athiadiazolylene group, an imidazopyridinylene group, and animidazopyrimidinylene group, each substituted with at least one selectedfrom deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, anitro group, an amidino group, a hydrazino group, a hydrazono group, aC₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a cyclopentyl group, acyclohexyl group, a cycloheptyl group, a cyclopentenyl group, acyclohexenyl group, a phenyl group, a biphenyl group, a terphenyl group,a pentalenyl group, an indenyl group, a naphthyl group, an azulenylgroup, a heptalenyl group, an indacenyl group, an acenaphthyl group, afluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenalenyl group, a phenanthrenyl group, ananthracenyl group, a fluoranthenyl group, a triphenylenyl group, apyrenyl group, a chrysenyl group, a naphthacenyl group, a picenyl group,a perylenyl group, a pentaphenyl group, a hexacenyl group, a pentacenylgroup, a rubicenyl group, a coronenyl group, an ovalenyl group, apyrrolyl group, a thiophenyl group, a furanyl group, an imidazolylgroup, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, anoxazolyl group, an isoxazolyl group, a pyridinyl group, a pyrazinylgroup, a pyrimidinyl group, a pyridazinyl group, an isoindolyl group, anindolyl group, an indazolyl group, a purinyl group, a quinolinyl group,an isoquinolinyl group, a benzoquinolinyl group, a phthalazinyl group, anaphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, acinnolinyl group, a carbazolyl group, a phenanthridinyl group, anacridinyl group, a phenanthrolinyl group, a phenazinyl group, abenzimidazolyl group, a benzofuranyl group, a benzothiophenyl group, anisobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group,a triazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinylgroup, a dibenzofuranyl group, a dibenzothiophenyl group, adibenzosilolylene group, a benzocarbazolyl group, a dibenzocarbazolylgroup, a thiadiazolyi group, an imidazopyridinyl group, animidazopyrimidinyl group, —Si(Q₃₁)(Q₃₂)(Q₃₃), —N(Q₃₁)(Q₃₂),—B(Q₃₁)(Q₃₂), —C(═O)(Q₃₁), —S(═O)₂(Q₃₁), and —P(═O)(Q₃₁)(Q₃₂), and

Q₃₁ to Q₃₃ may each independently be selected from a C₁-C₁₀ alkyl group,a C₁-C₁₀ alkoxy group, a phenyl group, a phenyl group substituted with aC₁-C₁₀ alkyl group, a biphenyl group, a terphenyl group, a naphthylgroup, and a dibenzofuranyl group.

In one or more embodiments, L₁₀ to L₁₃ may each independently berepresented by groups represented by Formulae 3-1 to 3-51:

In Formulae 3-1 to 3-51,

Y₁ may be O, S, C(Z₃)(Z₄), N(Z₅), or Si(Z₆)(Z₇),

Z₁ to Z₇ may each independently be selected from hydrogen, deuterium,—F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, anamino group, an amidino group, a hydrazine group, a hydrazone group, acarboxylic acid group or a salt thereof, a sulfonic acid group or a saltthereof, a phosphoric acid group or a salt thereof, a C₁-C₂₀ alkylgroup, a C₁-C₂₀ alkoxy group, a phenyl group, a biphenyl group, aterphenyl group, a naphthyl group, a fluorenyl group, aspiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenylgroup, a phenanthrenyl group, an anthracenyl group, a pyrenyl group, achrysenyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinylgroup, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group,a quinoxalinyl group, a quinazolinyl group, a carbazolyl group, adibenzofuranyl group, a dibenzothiophenyl group, a triazinyl group, abenzimidazolyl group, a phenanthrolinyl group, and —Si(Q₃₄)(Q₃₅)(Q₃₆),

Q₃₄ to Q₃₆ may each independently be selected from a C₁-C₁₀ alkyl group,a C₁-C₁₀ alkoxy group, a phenyl group, a biphenyl group, a terphenylgroup, and a naphthyl group,

d2 may be an integer of 0 to 2,

d3 may be an integer of 0 to 3,

d4 may be an integer of 0 to 4,

d5 may be an integer of 0 to 5,

d6 may be an integer of 0 to 6,

d8 may be an integer of 0 to 8,

* and *′ each indicate a binding site to a neighboring atom.

For example, L₁₀ to L₁₃ may each be a phenylene group, but embodimentsof the present disclosure are not limited thereto.

In one embodiment, a₁₀ may be 1.

In one or more embodiments, a₁₃ may be 0.

In Formula 1, An and Ar_(e) may each independently be hydrogen,deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amidino group, a hydrazino group, a hydrazono group, asubstituted or unsubstituted C₁-C₆₀ alkyl group, a substituted orunsubstituted C₂-C₆₀ alkenyl group, a substituted or unsubstitutedC₂-C₆₀ alkynyl group, a substituted or unsubstituted C₁-C₆₀ alkoxygroup, a substituted or unsubstituted C₃-C₁₀ cycloalkyl group, asubstituted or unsubstituted heterocycloalkyl group, a substituted orunsubstituted C₃-C₁₀ cycloalkenyl group, a substituted or unsubstitutedC₁-C₁₀ heterocycloalkenyl group, a substituted or unsubstituted C₆-C₆₀aryl group, a substituted or unsubstituted C₆-C₆₀ aryloxy group, asubstituted or unsubstituted C₆-C₆₀ arylthio group, a substituted orunsubstituted C₁-C₆₀ heteroaryl group, a substituted or unsubstitutedmonovalent non-aromatic condensed polycyclic group, a substituted orunsubstituted monovalent non-aromatic condensed heteropolycyclic group,—Si(Q₁)(Q₂)(Q₃), —N(Q₁)(Q₂), —B(Q₁)(Q₂), —C(═O)(Q₁), —S(═O)(Q₁), or—P(═O)(Q₁)(Q₂).

In one embodiment, Ar₁ and Ar₂ may each independently be selected from:

hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group,a nitro group, a methyl group, an ethyl group, a propyl group, anisobutyl group, a sec-butyl group, ter-butyl group, pentyl group, anisoamyl group, a hexyl group, a C₁-C₂₀ alkoxy group, a cyclopentylgroup, a cyclohexyl group, a cycloheptyl group, a cyclopentenyl group, acyclohexenyl group, a phenyl group, a naphthyl group, a fluorenyl group,a spiro-bifluorenyl group, a spiro-fluorene-benzofluorenyl group, abenzofluorenyl group, a dibenzofluorenyl group, a pyrenyl group, aphenalenyl group, a phenanthrenyl group, an anthracenyl group, afluoranthenyl group, a triphenylenyl group, a pyrrolyl group, athiophenyl group, a furanyl group, a silolyl group, an imidazolyl group,a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolylgroup, an isoxazolyl group, a pyridinyl group, a pyrimidyl group, aquinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, anaphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, acarbazolyl group, a phenanthridinyl group, an acridinyl group, aphenanthrolinyl group, a phenazinyl group, a triazinyl group, adibenzofuranyl group, a dibenzothiophenyl group, a biphenyl group, and aterphenyl group; and

a methyl group, an ethyl group, a propyl group, an isobutyl group, asec-butyl group, ter-butyl group, pentyl group, an isoamyl group, ahexyl group, a C₁-C₂₀ alkoxy group, a cyclopentyl group, a cyclohexylgroup, a cycloheptyl group, a cyclopentenyl group, a cyclohexenyl group,a phenyl group, a naphthyl group, a fluorenyl group, a spiro-bifluorenylgroup, a spiro-fluorene-benzofluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a pyrenyl group, a phenalenyl group, aphenanthrenyl group, an anthracenyl group, a fluoranthenyl group, atriphenylenyl group, a pyrrolyl group, a thiophenyl group, a furanylgroup, a silolyl group, an imidazolyl group, a pyrazolyl group, athiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolylgroup, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, apyridazinyl group, an indolyl group, an isoindolyl group, an indazolylgroup, a purinyl group, a quinolinyl group, an isoquinolinyl group, abenzoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, aquinoxalinyl group, a quinazolinyl group, a cinnolinyl group, aphenanthridinyl group, an acridinyl group, a phenanthrolinyl group, aphenazinyl group, a benzimidazolyl group, a benzofuranyl group, abenzothiophenyl group, a benzosilolyl group, an isobenzothiazolyl group,a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, atetrazolyl group, an oxadiazolyl group, a triazinyl group, adibenzofuranyl group, a dibenzothiophenyl group, a dibenzosilolyl group,a carbazolyl group, a benzocarbazolyl group, a dibenzocarbazolyl group,a thiadiazolyl group, an imidazopyridinyl group, an imidazopyrimidinylgroup, an oxazolopyridinyl group, a thiazolopyridinyl group, abenzonaphthyridinyl group, an azafluorenyl group, anazaspiro-bifluorenyl group, an azacarbazolyl group, an azadibenzofuranylgroup, an azadibenzothiophenyl group, an azadibenzosilolyl group, abiphenyl group, and a terphenyl group, each substituted with at leastone selected from deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyanogroup, a nitro group, an amidino group, a hydrazino group, a hydrazonogroup, a methyl group, an ethyl group, a propyl group, an isobutylgroup, a sec-butyl group, ter-butyl group, pentyl group, an isoamylgroup, a hexyl group, a C₁-C₂₀ alkoxy group, a cyclopentyl group, acyclohexyl group, a cycloheptyl group, a cyclopentenyl group, acyclohexenyl group, a phenyl group, a naphthyl group, a fluorenyl group,a spiro-bifluorenyl group, a spiro-fluorene-benzofluorenyl group, abenzofluorenyl group, a dibenzofluorenyl group, a pyrenyl group, aphenalenyl group, a phenanthrenyl group, an anthracenyl group, afluoranthenyl group, a triphenylenyl group, a pyrrolyl group, athiophenyl group, a furanyl group, a silolyl group, an imidazolyl group,a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolylgroup, an isoxazolyl group, a pyridinyl group, a pyrazinyl group, apyrimidinyl group, a pyridazinyl group, an indolyl group, an isoindolylgroup, an indazolyl group, a purinyl group, a quinolinyl group, anisoquinolinyl group, a benzoquinolinyl group, a phthalazinyl group, anaphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, acinnolinyl group, a phenanthridinyl group, an acridinyl group, aphenanthrolinyl group, a phenazinyl group, a benzimidazolyl group, abenzofuranyl group, a benzothiophenyl group, a benzosilolyl group, anisobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group,a triazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinylgroup, a dibenzofuranyl group, a dibenzothiophenyl group, adibenzosilolyl group, a carbazolyl group, a benzocarbazolyl group, adibenzocarbazolyl group, a thiadiazolyl group, an imidazopyridinylgroup, an imidazopyrimidinyl group, an oxazolopyridinyl group, athiazolopyridinyl group, a benzonaphthyridinyl group, an azafluorenylgroup, an azaspiro-bifluorenyl group, an azacarbazolyl group, anazadibenzofuranyl group, an azadibenzothiophenyl group, anazadibenzosilolyl group, a biphenyl group, and a terphenyl group.

In one embodiment, Ar₁ and Ar₂ may each independently be selected from:

hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group,a nitro group, a methyl group, an ethyl group, a propyl group, anisobutyl group, a sec-butyl group, ter-butyl group, a phenyl group, anaphthyl group, a fluorenyl group, a spiro-bifluorenyl group, aspiro-fluorene-benzofluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a pyrenyl group, a phenalenyl group, aphenanthrenyl group, an anthracenyl group, a fluoranthenyl group, atriphenylenyl group, a dibenzofuranyl group, a dibenzothiophenyl group,a dibenzosilolyl group, a carbazolyl group, a benzocarbazolyl group, adibenzocarbazolyl group, a biphenyl group, and a terphenyl group; and

a phenyl group, a naphthyl group, a fluorenyl group, a spiro-bifluorenylgroup, a spiro-fluorene-benzofluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a pyrenyl group, a phenalenyl group, aphenanthrenyl group, an anthracenyl group, a fluoranthenyl group, atriphenylenyl group, a dibenzofuranyl group, a dibenzothiophenyl group,a dibenzosilolyl group, a carbazolyl group, a benzocarbazolyl group, adibenzocarbazolyl group, a biphenyl group, and a terphenyl group, eachsubstituted with at least one selected from deuterium, —F, —Cl, —Br, —I,a hydroxyl group, a cyano group, a nitro group, an amidino group, ahydrazino group, a hydrazono group, a methyl group, an ethyl group, apropyl group, an isobutyl group, a sec-butyl group and ter-butyl group.

In one or more embodiments, Ar₁ and Ar₂ may each independently beselected from:

hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group,a nitro group, a methyl group, an ethyl group, a propyl group, anisobutyl group, a sec-butyl group, ter-butyl group, pentyl group, anisoamyl group, a hexyl group, and groups represented by Formulae 5-1 to5-23:

In Formulae 5-1 to 5-23,

Y₃₁ may be O, S, C(Z₃₄)(Z₃₅), or Si(Z₃₆)(Z₃₇),

Z₃₁ and Z₃₇ may each independently be selected from hydrogen, deuterium,—F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, anamidino group, a hydrazino group, a hydrazono group, a C₁-C₂₀ alkylgroup, a C₁-C₂₀ alkoxy group, a phenyl group, a biphenyl group, aterphenyl group, a naphthyl group, a fluorenyl group, an anthracenylgroup, a phenanthrenyl group, an imidazolyl group, a pyrazole group, athiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolylgroup, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, apyridazinyl group, an indazolyl group, a purinyl group, a quinolinylgroup, an isoquinolinyl group, a benzoquinolinyl group, a phthalazinylgroup, a naphthyridinyl group, a quinoxalinyl group, a quinazolinylgroup, a cinnolinyl group, a phenanthridinyl group, an acridinyl group,a phenanthrolinyl group, a phenazinyl group, a benzimidazolyl group, anisobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group,a triazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinylgroup, a thiadiazolyl group, an imidazopyridinyl group, animidazopyrimidinyl group, and an azacarbazolyl group,

e2 may be an integer of 0 to 2,

e3 may be an integer of 0 to 3,

e4 may be an integer of 0 to 4,

e5 may be an integer of 0 to 5,

e6 may be an integer of 0 to 6,

e7 may be an integer of 0 to 7,

e9 may be an integer of 0 to 9, and

* indicates a binding site to a neighboring atom.

In one embodiment, in Formula 1, a moiety represented by

may be selected from groups represented by Formulae 7-1 to 7-27:

In Formulae 7-1 to 7-27, * indicates a binding site to a neighboringatom.

In Formula 1, R₁₀ and R₂₀ may each independently be a group representedby Formula 2, hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, acyano group, a nitro group, an amidino group, a hydrazino group, ahydrazono group, a substituted or unsubstituted C₁-C₆₀ alkyl group, asubstituted or unsubstituted C₂-C₆₀ alkenyl group, a substituted orunsubstituted C₂-C₆₀ alkynyl group, a substituted or unsubstitutedC₁-C₆₀ alkoxy group, a substituted or unsubstituted C₃-C₁₀ cycloalkylgroup, a substituted or unsubstituted C₁-C₁₀ heterocycloalkyl group, asubstituted or unsubstituted C₃-C₁₀ cycloalkenyl group, a substituted orunsubstituted C₁-C₁₀ heterocycloalkenyl group, a substituted orunsubstituted C₆-C₆₀ aryl group, a substituted or unsubstituted C₆-C₆₀aryloxy group, a substituted or unsubstituted C₆-C₆₀ arylthio group, asubstituted or unsubstituted C₁-C₆₀ heteroaryl group, a substituted orunsubstituted monovalent non-aromatic condensed polycyclic group, asubstituted or unsubstituted monovalent non-aromatic condensedheteropolycyclic group, —Si(Q₁)(Q₂)(Q₃), —N(Q₁)(Q₂), —B(Q₁)(Q₂),—C(═O)(Q₁), —S(═O)(Q₁), or —P(═O)(Q₁)(Q₂),

at least one selected from R₁₀ and R₂₀ may be a group represented byFormula 2, and

b10 and b20 may each independently be an integer of 1 to 8,

wherein, when b10 is two or more, R₁₀(s) may be identical to ordifferent from each other, and

when b20 is two or more, R_(D)As) may be identical to or different fromeach other.

In one embodiment, R₁₀ and R₂₀ may each independently be selected from:

a group represented by Formula 2, hydrogen, deuterium, —F, —Cl, —Br, —I,a hydroxyl group, a cyano group, a nitro group, a methyl group, an ethylgroup, a propyl group, an isobutyl group, a sec-butyl group, ter-butylgroup, pentyl group, an isoamyl group, a hexyl group, a C₁-C₂₀ alkoxygroup, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, acyclopentenyl group, a cyclohexenyl group, a phenyl group, a naphthylgroup, a fluorenyl group, a spiro-bifluorenyl group, aspiro-fluorene-benzofluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a pyrenyl group, a phenalenyl group, aphenanthrenyl group, an anthracenyl group, a fluoranthenyl group, atriphenylenyl group, a pyrrolyl group, a thiophenyl group, a furanylgroup, a silolyl group, an imidazolyl group, a pyrazolyl group, athiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolylgroup, a pyridinyl group, a pyrimidyl group, a quinolinyl group, anisoquinolinyl group, a benzoquinolinyl group, a naphthyridinyl group, aquinoxalinyl group, a quinazolinyl group, a carbazolyl group, aphenanthridinyl group, an acridinyl group, a phenanthrolinyl group, aphenazinyl group, a triazinyl group, a dibenzofuranyl group, adibenzothiophenyl group, a biphenyl group, and a terphenyl group; and

a methyl group, an ethyl group, a propyl group, an isobutyl group, asec-butyl group, ter-butyl group, pentyl group, an isoamyl group, ahexyl group, a C₁-C₂₀ alkoxy group, a cyclopentyl group, a cyclohexylgroup, a cycloheptyl group, a cyclopentenyl group, a cyclohexenyl group,a phenyl group, a naphthyl group, a fluorenyl group, a spiro-bifluorenylgroup, a spiro-fluorene-benzofluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a pyrenyl group, a phenalenyl group, aphenanthrenyl group, an anthracenyl group, a fluoranthenyl group, atriphenylenyl group, a pyrrolyl group, a thiophenyl group, a furanylgroup, a silolyl group, an imidazolyl group, a pyrazolyl group, athiazolyl group, an isothiazolyl group, an oxazolyl group, an isoxazolylgroup, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, apyridazinyl group, an indolyl group, an isoindolyl group, an indazolylgroup, a purinyl group, a quinolinyl group, an isoquinolinyl group, abenzoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, aquinoxalinyl group, a quinazolinyl group, a cinnolinyl group, aphenanthridinyl group, an acridinyl group, a phenanthrolinyl group, aphenazinyl group, a benzimidazolyl group, a benzofuranyl group, abenzothiophenyl group, a benzosilolyl group, an isobenzothiazolyl group,a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, atetrazolyl group, an oxadiazolyl group, a triazinyl group, adibenzofuranyl group, a dibenzothiophenyl group, a dibenzosilolyl group,a carbazolyl group, a benzocarbazolyl group, a dibenzocarbazolyl group,a thiadiazolyl group, an imidazopyridinyl group, an imidazopyrimidinylgroup, an oxazolopyridinyl group, a thiazolopyridinyl group, abenzonaphthyridinyl group, an azafluorenyl group, anazaspiro-bifluorenyl group, an azacarbazolyl group, an azadibenzofuranylgroup, an azadibenzothiophenyl group, an azadibenzosilolyl group, abiphenyl group, and a terphenyl group, each substituted with at leastone selected from deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyanogroup, a nitro group, an amidino group, a hydrazino group, a hydrazonogroup, a methyl group, an ethyl group, a propyl group, an isobutylgroup, a sec-butyl group, ter-butyl group, pentyl group, an isoamylgroup, a hexyl group, a C₁-C₂₀ alkoxy group, a cyclopentyl group, acyclohexyl group, a cycloheptyl group, a cyclopentenyl group, acyclohexenyl group, a phenyl group, a naphthyl group, a fluorenyl group,a spiro-bifluorenyl group, a spiro-fluorene-benzofluorenyl group, abenzofluorenyl group, a dibenzofluorenyl group, a pyrenyl group, aphenalenyl group, a phenanthrenyl group, an anthracenyl group, afluoranthenyl group, a triphenylenyl group, a pyrrolyl group, athiophenyl group, a furanyl group, a silolyl group, an imidazolyl group,a pyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolylgroup, an isoxazolyl group, a pyridinyl group, a pyrazinyl group, apyrimidinyl group, a pyridazinyl group, an indolyl group, an isoindolylgroup, an indazolyl group, a purinyl group, a quinolinyl group, anisoquinolinyl group, a benzoquinolinyl group, a phthalazinyl group, anaphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, acinnolinyl group, a phenanthridinyl group, an acridinyl group, aphenanthrolinyl group, a phenazinyl group, a benzimidazolyl group, abenzofuranyl group, a benzothiophenyl group, a benzosilolyl group, anisobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group,a triazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinylgroup, a dibenzofuranyl group, a dibenzothiophenyl group, adibenzosilolyl group, a carbazolyl group, a benzocarbazolyl group, adibenzocarbazolyl group, a thiadiazolyl group, an imidazopyridinylgroup, an imidazopyrimidinyl group, an oxazolopyridinyl group, athiazolopyridinyl group, a benzonaphthyridinyl group, an azafluorenylgroup, an azaspiro-bifluorenyl group, an azacarbazolyl group, anazadibenzofuranyl group, an azadibenzothiophenyl group, anazadibenzosilolyl group, a biphenyl group, and a terphenyl group.

In one or more embodiments, R₁₀ and R₂₀ may each independently beselected from:

a group represented by Formula 2, hydrogen, deuterium, —F, —Cl, —Br, —I,a hydroxyl group, a cyano group, a nitro group, a methyl group, an ethylgroup, a propyl group, an isobutyl group, a sec-butyl group, ter-butylgroup, a C₁-C₂₀ alkoxy group, a cyclopentyl group, a cyclohexyl group, aphenyl group, a naphthyl group, a fluorenyl group, a carbazolyl group, adibenzofuranyl group, a dibenzothiophenyl group, a biphenyl group, and aterphenyl group; and

a methyl group, an ethyl group, a propyl group, an isobutyl group, asec-butyl group, ter-butyl group, a C₁-C₂₀ alkoxy group, a cyclopentylgroup, a cyclohexyl group, a phenyl group, a naphthyl group, a fluorenylgroup, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, a biphenyl group, and a terphenyl group, each substituted with atleast one selected from deuterium, —F, —Cl, —Br, —I, a hydroxyl group, acyano group, a nitro group, an amidino group, a hydrazino group, ahydrazono group, a methyl group, an ethyl group, a propyl group, anisobutyl group, a sec-butyl group, ter-butyl group, a phenyl group, anaphthyl group, a fluorenyl group, a carbazolyl group, a dibenzofuranylgroup, a dibenzothiophenyl group, a biphenyl group, and a terphenylgroup.

For example, R₁₀ may be a group represented by Formula 2, and

R₂₀ may be selected from:

hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group,a nitro group, a methyl group, an ethyl group, a propyl group, anisobutyl group, a sec-butyl group, ter-butyl group, a C₁-C₂₀ alkoxygroup, a cyclopentyl group, a cyclohexyl group, a phenyl group, anaphthyl group, a fluorenyl group, a carbazolyl group, a dibenzofuranylgroup, a dibenzothiophenyl group, a biphenyl group, and a terphenylgroup; and

a methyl group, an ethyl group, a propyl group, an isobutyl group, asec-butyl group, ter-butyl group, a C₁-C₂₀ alkoxy group, a cyclopentylgroup, a cyclohexyl group, a phenyl group, a naphthyl group, a fluorenylgroup, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, a biphenyl group, and a terphenyl group, each substituted with atleast one selected from deuterium, —F, —Cl, —Br, —I, a hydroxyl group, acyano group, a nitro group, an amidino group, a hydrazino group, ahydrazono group, a methyl group, an ethyl group, a propyl group, anisobutyl group, a sec-butyl group, ter-butyl group, a phenyl group, anaphthyl group, a fluorenyl group, a carbazolyl group, a dibenzofuranylgroup, a dibenzothiophenyl group, a biphenyl group, and a terphenylgroup, but embodiments of the present disclosure are not limitedthereto.

For example, R₁₀ may be a group represented by Formula 2, and R₂₀ may behydrogen.

In one embodiment, the heterocyclic compound represented by Formula 1may be represented by one selected from Formulae 1-1 to 1-4:

In Formulae 1-1 to 1-4,

A₂, X₁, L₁₀ to L₁₂, a10 to a12, Ar₁, Ar₂, R₂₀, and b20 may respectivelybe the same as defined above, and

R₁₁, R₁₂, R₁₃, and R₁₄ may respectively be the same as defined inconnection with R₁₀.

In one embodiment, in Formulae 1-1 to 1-4, at least one selected fromR₁₁, R₁₂, R₁₃, R₁₄, and R₂₀ may be a group represented by Formula 2.

In one or more embodiments, in Formulae 1-1 to 1-4, at least oneselected from R₁₁, R₁₂, R₁₃, and R₁₄ may be a group represented byFormula 2.

In one embodiment, the heterocyclic compound represented by Formula 1may be represented by Formula 1-1, and R₁₃ in Formula 1-1 may be a grouprepresented by Formula 2.

In Formula 2, R₃₀, R₄₀, R₅₀, R₆₀, and R₇₀ may each independently be abinding site to Formula 1, or may be hydrogen, deuterium, —F, —Cl, —Br,—I, a hydroxyl group, a cyano group, a nitro group, an amidino group, ahydrazino group, a hydrazono group, a substituted or unsubstitutedC₁-C₆₀ alkyl group, a substituted or unsubstituted C₂-C₆₀ alkenyl group,a substituted or unsubstituted C₂-C₆₀ alkynyl group, a substituted orunsubstituted C₁-C₆₀ alkoxy group, a substituted or unsubstituted C₃-C₁₀cycloalkyl group, a substituted or unsubstituted C₁-C₁₀ heterocycloalkylgroup, a substituted or unsubstituted C₃-C₁₀ cycloalkenyl group, asubstituted or unsubstituted C₁-C₁₀ heterocycloalkenyl group, asubstituted or unsubstituted C₆-C₆₀ aryl group, a substituted orunsubstituted C₆-C₆₀ aryloxy group, a substituted or unsubstitutedC₆-C₆₀ arylthio group, a substituted or unsubstituted C₁-C₆₀ heteroarylgroup, a substituted or unsubstituted monovalent non-aromatic condensedpolycyclic group, a substituted or unsubstituted monovalent non-aromaticcondensed heteropolycyclic group, —Si(Q₁)(Q₂)(Q₃), —N(Q₁)(Q₂),—B(Q₁)(Q₂), —C(═O)(Q₁), —S(═O)(Q₁), or —P(═O)(Q₁)(Q₂),

at least one selected from R₃₀, R₄₀, R₅₀, R₆₀, and R₇₀ may be bindingsite to Formula 1, and

b30 and b40 may each independently be an integer of 1 to 8,

wherein, when b30 is two or more, R₃₀(s) may be identical to ordifferent from each other, and

when b40 is two or more, R₄₀(s) may be identical to or different fromeach other.

In one embodiment, the group represented by Formula 2 may be a grouprepresented by one selected from Formulae 9-1 to 9-7:

In Formulae 9-1 to 9-7,

A₄ may be the same as defined above,

R₃₁ to R₃₄, R₄₁, R₅₁, R₆₁, and R₇₁ may each independently be selectedfrom:

hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group,a nitro group, a methyl group, an ethyl group, a propyl group, anisobutyl group, a sec-butyl group, ter-butyl group, a C₁-C₂₀ alkoxygroup, a cyclopentyl group, a cyclohexyl group, a phenyl group, anaphthyl group, a fluorenyl group, a carbazolyl group, a dibenzofuranylgroup, a dibenzothiophenyl group, a biphenyl group, and a terphenylgroup; and

a methyl group, an ethyl group, a propyl group, an isobutyl group, asec-butyl group, ter-butyl group, a C₁-C₂₀ alkoxy group, a cyclopentylgroup, a cyclohexyl group, a phenyl group, a naphthyl group, a fluorenylgroup, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, a biphenyl group, and a terphenyl group, each substituted with atleast one selected from deuterium, —F, —Cl, —Br, —I, a hydroxyl group, acyano group, a nitro group, an amidino group, a hydrazino group, ahydrazono group, a methyl group, an ethyl group, a propyl group, anisobutyl group, a sec-butyl group, ter-butyl group, a phenyl group, anaphthyl group, a fluorenyl group, a carbazolyl group, a dibenzofuranylgroup, a dibenzothiophenyl group, a biphenyl group, and a terphenylgroup,

b41 may be an integer of 1 to 8, and

* indicates a binding site to a neighboring atom.

In one embodiment, in Formulae 9-1 to 9-7, R₃₁ to R₃₄, R₄₁, and R₅₁ mayeach independently be selected from hydrogen, deuterium, —F, —Cl, —Br,—I, a hydroxyl group, a cyano group, a nitro group, a methyl group, anethyl group, a propyl group, an isobutyl group, a sec-butyl group,ter-butyl group, a C₁-C₂₀ alkoxy group, a cyclopentyl group, acyclohexyl group, a phenyl group, a naphthyl group, a fluorenyl group, acarbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, abiphenyl group, and a terphenyl group; and

a methyl group, an ethyl group, a propyl group, an isobutyl group, asec-butyl group, ter-butyl group, a C₁-C₂₀ alkoxy group, a cyclopentylgroup, a cyclohexyl group, a phenyl group, a naphthyl group, a fluorenylgroup, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, a biphenyl group, and a terphenyl group, each substituted with atleast one selected from deuterium, —F, —Cl, —Br, —I, a hydroxyl group, acyano group, a nitro group, an amidino group, a hydrazino group, ahydrazono group, a methyl group, an ethyl group, a propyl group, anisobutyl group, a sec-butyl group, ter-butyl group, a phenyl group, anaphthyl group, a fluorenyl group, a carbazolyl group, a dibenzofuranylgroup, a dibenzothiophenyl group, a biphenyl group, and a terphenylgroup.

In one or more embodiments, in Formulae 9-1 to 9-7, R₆₁ and R₇₁ may eachindependently be selected from hydrogen, deuterium, —F, —Cl, —Br, —I, ahydroxyl group, a cyano group, a nitro group, a methyl group, an ethylgroup, a propyl group, an isobutyl group, a sec-butyl group, ter-butylgroup, and a phenyl group.

In one embodiment, the group represented by Formula 2 may be a grouprepresented by Formula 9-1.

In one or more embodiments, in Formula 2, R₃₀ and R₄₀ may eachindependently be selected from:

hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group,a nitro group, a methyl group, an ethyl group, a propyl group, anisobutyl group, a sec-butyl group, ter-butyl group, a C₁-C₂₀ alkoxygroup, a cyclopentyl group, a cyclohexyl group, a phenyl group, anaphthyl group, a fluorenyl group, a carbazolyl group, a dibenzofuranylgroup, a dibenzothiophenyl group, a biphenyl group, and a terphenylgroup; and

a methyl group, an ethyl group, a propyl group, an isobutyl group, asec-butyl group, ter-butyl group, a C₁-C₂₀ alkoxy group, a cyclopentylgroup, a cyclohexyl group, a phenyl group, a naphthyl group, a fluorenylgroup, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, a biphenyl group, and a terphenyl group, each substituted with atleast one selected from deuterium, —F, —Cl, —Br, —I, a hydroxyl group, acyano group, a nitro group, an amidino group, a hydrazino group, ahydrazono group, a methyl group, an ethyl group, a propyl group, anisobutyl group, a sec-butyl group, ter-butyl group, a phenyl group, anaphthyl group, a fluorenyl group, a carbazolyl group, a dibenzofuranylgroup, a dibenzothiophenyl group, a biphenyl group, and a terphenylgroup,

R₅₀ may be a binding site to Formula 1, and

R₆₀ and R₇₀ may each independently be selected from hydrogen, deuterium,—F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, amethyl group, an ethyl group, a propyl group, an isobutyl group, asec-butyl group, ter-butyl group, and a phenyl group.

At least one substituent of the substituted C₅-C₆₀ carbocyclic group,the substituted C₂-C₆₀ heterocyclic group, the substituted C₃-C₁₀cycloalkylene group, the substituted C₁-C₁₀ heterocycloalkylene group,the substituted C₃-C₁₀ cycloalkenylene group, the substituted C₁-C₁₀heterocycloalkenylene group, the substituted C₆-C₆₀ arylene group, thesubstituted C₁-C₆₀ heteroarylene group, a substituted divalentnon-aromatic condensed polycyclic group, and a substituted divalentnon-aromatic condensed heteropolycyclic group, the substituted C₁-C₆₀alkyl group, the substituted C₂-C₆₀ alkenyl group, the substitutedC₂-C₆₀ alkynyl group, the substituted C₁-C₆₀ alkoxy group, thesubstituted C₃-C₁₀ cycloalkyl group, the substituted C₁-C₁₀heterocycloalkyl group, the substituted C₃-C₁₀ cycloalkenyl group, thesubstituted C₁-C₁₀ heterocycloalkenyl group, the substituted C₆-C₆₀ arylgroup, the substituted C₆-C₆₀ aryloxy group, the substituted C₆-C₆₀arylthio group, the substituted C₁-C₆₀ heteroaryl group, the substitutedmonovalent non-aromatic condensed polycyclic group, and the substitutedmonovalent non-aromatic condensed heteropolycyclic group may be selectedfrom:

deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amidino group, a hydrazino group, a hydrazono group, a C₁-C₆₀alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, and aC₁-C₆₀ alkoxy group;

a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group,and a C₁-C₆₀ alkoxy group, each substituted with at least one selectedfrom deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, anitro group, an amidino group, a hydrazino group, a hydrazono group, aC₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,a monovalent non-aromatic condensed heteropolycyclic group,—Si(Q₁₁)(Q₁₂)(Q₁₃), —N(Q₁₁)(Q₁₂), —B(Q₁₁)(Q₁₂), —C(═O)(Q₁₁),—S(═O)₂(Q₁₁), and —P(═O)(Q₁₁)(Q₁₂);

a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,and a monovalent non-aromatic condensed heteropolycyclic group;

a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,and a monovalent non-aromatic condensed heteropolycyclic group, eachsubstituted with at least one selected from deuterium, —F, —Cl, —Br, —I,a hydroxyl group, a cyano group, a nitro group, an amidino group, ahydrazino group, a hydrazono group, a C₁-C₆₀ alkyl group, a C₂-C₆₀alkenyl group, a C₂-C₆₀ alkynyl group, a C₁-C₆₀ alkoxy group, a C₃-C₁₀cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenylgroup, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀ heteroaryl group, amonovalent non-aromatic condensed polycyclic group, a monovalentnon-aromatic condensed heteropolycyclic group, —Si(Q₂₁)(Q₂₂)(Q₂₃),—N(Q₂₁)(Q₂₂), —B(Q₂₁)(Q₂₂), —C(═O)(Q₂₁), —S(═O)₂(Q₂₁), and—P(═O)(Q₂₁)(Q₂₂); and —Si(Q₃₁)(Q₃₂)(Q₃₃), —N(Q₃₁)(Q₃₂), —B(Q₃₁)(Q₃₂),—C(═O)(Q₃₁), —S(═O)₂(Q₃₁), and —P(═O)(Q₃₁)(Q₃₂), and

Q₁ to Q₃, Q₁₁ to Q₁₃, Q₂₁ to Q₂₃, and Q₃₁ to Q₃₃ may each independentlybe selected from hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxylgroup, a cyano group, a nitro group, an amidino group, a hydrazinogroup, a hydrazono group, a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group,a C₂-C₆₀ alkynyl group, a C₁-C₆₀ alkoxy group, a C₃-C₁₀ cycloalkylgroup, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, aC₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₁-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,a monovalent non-aromatic condensed heteropolycyclic group, a biphenylgroup, and a terphenyl group.

In one embodiment, the heterocyclic compound may be selected fromCompounds 1 to 56, but embodiments of the present disclosure are notlimited thereto:

The heterocyclic compound represented by Formula 1 may have a structurein which a dibenzofuran or a dibenzothiophene is substituted with anamine group and an acridine group, wherein a dibenzofuran group, adibenzothiophene group, an amine group, and an acridine group may allhave p-type hole transport characteristics and also have a stablestructure even in oxidizing conditions. Thus, a combination of thesegroups may result in a suitable or appropriate energy level for the holetransport characteristics.

Thus, an electronic device including the heterocyclic compoundrepresented by Formula 1, for example, an organic light-emitting devicemay have low driving voltage, high luminance, high efficiency, and longlifespan.

A synthesis method for the heterocyclic compound represented by Formula1 would be apparent to those of ordinary skill in the art by referringto the following examples.

At least one of the heterocyclic compound of Formula 1 may be usedbetween a pair of electrodes of an organic light-emitting device. Forexample, the heterocyclic compound may be included in at least one layerselected from a hole transport region and an emission layer. In one ormore embodiments, the heterocyclic compound of Formula 1 may be used asa material for a capping layer located outside a pair of electrodes ofan organic light-emitting device.

Accordingly, provided is an organic light-emitting device including: afirst electrode; a second electrode facing the first electrode; and anorganic layer between the first electrode and the second electrode, theorganic layer including an emission layer, wherein the organic layerincludes at least one heterocyclic compound represented by Formula 1.

The expression “(an organic layer) includes at least one heterocycliccompound,” as used herein, may include a case in which “(an organiclayer) includes identical compounds represented by Formula 1” and a casein which “(an organic layer) includes two or more different heterocycliccompounds represented by Formula 1.”

For example, the organic layer may include, as the heterocycliccompound, only Compound 1. In this regard, Compound 1 may exist in anemission layer of the organic light-emitting device. In one or moreembodiments, the organic layer may include, as the heterocycliccompound, Compound 1 and Compound 2. In this regard, Compound 1 andCompound 2 may exist in an identical layer (for example, Compound 1 andCompound 2 may all exist in an emission layer), or different layers (forexample, Compound 1 may exist in an emission layer and Compound 2 mayexist in an electron transport layer).

According to one embodiment,

the first electrode of the organic light-emitting device may be ananode,

the second electrode of the organic light-emitting device may be acathode,

the organic layer of the organic light-emitting device may furtherinclude a hole transport region between the first electrode and theemission layer and an electron transport region between the emissionlayer and the second electrode,

the hole transport region may include at least one layer selected from ahole injection layer, a hole transport layer, a buffer layer, anemission auxiliary layer, and an electron blocking layer, and

the electron transport region may include an electron transport regionincluding at least one layer selected from a hole blocking layer, anelectron transport layer, and an electron injection layer.

In one or more embodiments, the hole transport region may include theheterocyclic compound represented by Formula 1.

In one or more embodiments, the hole transport region includes a holetransport layer, which includes the heterocyclic compound.

In one embodiment, the hole transport region may include a first holetransport layer between the first electrode and the emission layer; anda second hole transport layer between the first hole transport layer andthe emission layer,

wherein the first hole transport layer may include the heterocycliccompound.

In one embodiment, the emission layer may include a host and a dopant,and the dopant may be a fluorescent dopant or a phosphorus dopant.

The electron transport region may include an alkali metal, an alkalineearth metal, a rare earth metal, an alkali metal compound, an alkalineearth-metal compound, a rare earth metal compound, an alkali metalcomplex, an alkaline earth-metal complex, a rare earth metal complex, orany combinations thereof.

The term “organic layer,” as used herein, refers to a single layerand/or a plurality of layers disposed between the first electrode andthe second electrode of the organic light-emitting device. A materialincluded in the “organic layer” is not limited to an organic material.For example, the organic layer may also include an inorganic material.

The accompanying drawing is a schematic cross-sectional view of anorganic light-emitting device 10 according to an embodiment. The organiclight-emitting device 10 includes a first electrode 110, an organiclayer 150, and a second electrode 190.

Hereinafter, the structure of the organic light-emitting device 10according to an embodiment and a method of manufacturing the organiclight-emitting device 10 will be described in connection with theaccompanying drawing.

In the accompanying drawing, a substrate may be additionally disposedunder the first electrode 110 or above the second electrode 190. Thesubstrate may be a glass substrate or a plastic substrate, each havingexcellent mechanical strength, thermal stability, transparency, surfacesmoothness, ease of handling, and water resistance.

The first electrode 110 may be formed by depositing or sputtering amaterial for forming the first electrode 110 on the substrate. When thefirst electrode 110 is an anode, the material for a first electrode maybe selected from materials with a high work function to facilitate holeinjection.

The first electrode 110 may be a reflective electrode, asemi-transmissive electrode, or a transmissive electrode. When the firstelectrode 110 is a transmissive electrode, a material for forming afirst electrode may be selected from indium tin oxide (ITO), indium zincoxide (IZO), tin oxide (SnO₂), zinc oxide (ZnO), and any combinationsthereof, but embodiments of the present disclosure are not limitedthereto. In one or more embodiments, when the first electrode 110 is asemi-transmissive electrode or a reflectable electrode, a material forforming a first electrode may be selected from magnesium (Mg), silver(Ag), aluminum (Al), aluminum-lithium (Al—Li), calcium (Ca),magnesium-indium (Mg—In), magnesium-silver (Mg—Ag), and any combinationsthereof, but embodiments of the present disclosure are not limitedthereto.

The first electrode 110 may have a single-layered structure, or amulti-layered structure including two or more layers. For example, thefirst electrode 110 may have a three-layered structure of ITO/Ag/ITO,but the structure of the first electrode 110 is not limited thereto.

The organic layer 150 is disposed on the first electrode 110. Theorganic layer 150 may include an emission layer.

The organic layer 150 may further include a hole transport regionbetween the first electrode 110 and the emission layer, and an electrontransport region between the emission layer and the second electrode190.

The hole transport region may have i) a single-layered structureincluding a single layer including a single material, ii) asingle-layered structure including a single layer including a pluralityof different materials, or iii) a multi-layered structure having aplurality of layers including a plurality of different materials.

The hole transport region may include at least one layer selected from ahole injection layer, a hole transport layer, an emission auxiliarylayer, and an electron blocking layer.

For example, the hole transport region may have a single-layeredstructure including a single layer including a plurality of differentmaterials, or a multi-layered structure having a hole injectionlayer/hole transport layer structure, a hole injection layer/holetransport layer/emission auxiliary layer structure, a hole injectionlayer/emission auxiliary layer structure, a hole transportlayer/emission auxiliary layer structure, or a hole injection layer/holetransport layer/electron blocking layer structure, wherein for eachstructure, constituting layers are sequentially stacked from the firstelectrode 110 in this stated order, but the structure of the holetransport region is not limited thereto.

In one embodiment, the hole transport region may include theheterocyclic compound.

In addition, the hole transport region may further include at least oneselected from m-MTDATA, TDATA, 2-TNATA, NPB(NPD), β-NPB, TPD, Spiro-TPD,Spiro-NPB, methylated-NPB, TAPC, HMTPD,4,4′,4″-tris(N-carbazolyl)triphenylamine (TCTA),polyaniline/dodecylbenzenesulfonic acid (PANI/DBSA),poly(3,4-ethylenedioxythiophene)/poly(4-styrenesulfonate) (PEDOT/PSS),polyaniline/camphor sulfonic acid (PANI/CSA),polyaniline/poly(4-styrenesulfonate) (PANI/PSS), a compound representedby Formula 201, and a compound represented by Formula 202:

In Formulae 201 and 202,

L₂₀₁ to L₂₀₄ may each independently be selected from a substituted orunsubstituted C₃-C₁₀ cycloalkylene group, a substituted or unsubstitutedC₁-C₁₀ heterocycloalkylene group, a substituted or unsubstituted C₃-C₁₀cycloalkenylene group, a substituted or unsubstituted C₁-C₁₀heterocycloalkenylene group, a substituted or unsubstituted C₆-C₆₀arylene group, a substituted or unsubstituted C₆₀ heteroarylene group, asubstituted or unsubstituted divalent non-aromatic condensed polycyclicgroup, and a substituted or unsubstituted divalent non-aromaticcondensed heteropolycyclic group,

L₂₀₅ may be selected from *—O—*′, *—S—*′, *—N(Q₂₀₁)-*′, a substituted orunsubstituted C₁-C₂₀ alkylene group, a substituted or unsubstitutedC₂-C₂₀ alkenylene group, a substituted or unsubstituted C₃-C₁₀cycloalkylene group, a substituted or unsubstituted C₁-C₁₀heterocycloalkylene group, a substituted or unsubstituted C₃-C₁₀cycloalkenylene group, a substituted or unsubstituted C₁-C₁₀heterocycloalkenylene group, a substituted or unsubstituted C₆-C₆₀arylene group, a substituted or unsubstituted C₁-C₆₀ heteroarylenegroup, a substituted or unsubstituted divalent non-aromatic condensedpolycyclic group, and a substituted or unsubstituted divalentnon-aromatic condensed heteropolycyclic group,

xa1 to xa4 may each independently be an integer of 0 to 3,

xa5 may be an integer of 1 to 10, and

R₂₀₁ to R₂₀₄ and Q₂₀₁ may each independently be selected from asubstituted or unsubstituted C₃-C₁₀ cycloalkyl group, a substituted orunsubstituted C₁-C₁₀ heterocycloalkyl group, a substituted orunsubstituted C₃-C₁₀ cycloalkenyl group, a substituted or unsubstitutedC₁-C₁₀ heterocycloalkenyl group, a substituted or unsubstituted C₆-C₆₀aryl group, a substituted or unsubstituted C₆-C₆₀ aryloxy group, asubstituted or unsubstituted C₆-C₆₀ arylthio group, a substituted orunsubstituted C₁-C₆₀ heteroaryl group, a substituted or unsubstitutedmonovalent non-aromatic condensed polycyclic group, and a substituted orunsubstituted monovalent non-aromatic condensed heteropolycyclic group.

For example, in Formula 202, R₂₀₁ and R₂₀₂ may optionally be linked eachother via a single bond, a dimethyl-methylene group, or adiphenyl-methylene group, and R₂₀₃ and R₂₀₄ may optionally be linkedeach other via a single bond, a dimethyl-methylene group, or adiphenyl-methylene group.

In one embodiment, in Formulae 201 and 202, L₂₀₁ to L₂₀₅ may eachindependently be selected from:

a phenylene group, a pentalenylene group, an indenylene group, anaphthylene group, an azulenylene group, a heptalenylene group, anindacenylene group, an acenaphthylene group, a fluorenylene group, aspiro-bifluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenalenylene group, a phenanthrenylenegroup, an anthracenylene group, a fluoranthenylene group, atriphenylenylene group, a pyrenylene group, a chrysenylene group, anaphthacenylene group, a picenylene group, a perylenylene group, apentaphenylene group, a hexacenylene group, a pentacenylene group, arubicenylene group, a coronenylene group, an ovalenylene group, athiophenylene group, a furanylene group, a carbazolylene group, anindolylene group, an isoindolylene group, a benzofuranylene group, abenzothiophenylene group, a dibenzofuranylene group, adibenzothiophenylene group, a benzocarbazolylene group, adibenzocarbazolylene group, a dibenzosilolylene group, and apyridinylene group; and

a phenylene group, a pentalenylene group, an indenylene group, anaphthylene group, an azulenylene group, a heptalenylene group, anindacenylene group, an acenaphthylene group, a fluorenylene group, aspiro-bifluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenalenylene group, a phenanthrenylenegroup, an anthracenylene group, a fluoranthenylene group, atriphenylenylene group, a pyrenylene group, a chrysenylene group, anaphthacenylene group, a picenylene group, a perylenylene group, apentaphenylene group, a hexacenylene group, a pentacenylene group, arubicenylene group, a coronenylene group, an ovalenylene group, athiophenylene group, a furanylene group, a carbazolylene group, anindolylene group, an isoindolylene group, a benzofuranylene group, abenzothiophenylene group, a dibenzofuranylene group, adibenzothiophenylene group, a benzocarbazolylene group, adibenzocarbazolylene group, a dibenzosilolylene group, and apyridinylene group, each substituted with at least one selected fromdeuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amidino group, a hydrazino group, a hydrazono group, a C₁-C₂₀alkyl group, a C₁-C₂₀ alkoxy group, a cyclopentyl group, a cyclohexylgroup, a cycloheptyl group, a cyclopentenyl group, a cyclohexenyl group,a phenyl group, a biphenyl group, a terphenyl group, a phenyl groupsubstituted with a C₁-C₁₀ alkyl group, a phenyl group substituted with—F, a pentalenyl group, an indenyl group, a naphthyl group, an azulenylgroup, a heptalenyl group, an indacenyl group, an acenaphthyl group, afluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenalenyl group, a phenanthrenyl group, ananthracenyl group, a fluoranthenyl group, a triphenylenyl group, apyrenyl group, a chrysenyl group, a naphthacenyl group, a picenyl group,a perylenyl group, a pentaphenyl group, a hexacenyl group, a pentacenylgroup, a rubicenyl group, a coronenyl group, an ovalenyl group, athiophenyl group, a furanyl group, a carbazolyl group, an indolyl group,an isoindolyl group, a benzofuranyl group, a benzothiophenyl group, adibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolylgroup, a dibenzocarbazolyl group, a dibenzosilolyl group, a pyridinylgroup, —Si(Q₃₁)(Q₃₂)(Q₃₃), and —N(Q₃₁)(Q₃₂), and

Q₃₁ to Q₃₃ may each independently be selected from a C₁-C₁₀ alkyl group,a C₁-C₁₀ alkoxy group, a phenyl group, a biphenyl group, a terphenylgroup, and a naphthyl group.

In one or more embodiments, xa1 to xa4 may each independently be 0, 1,or 2.

In one or more embodiments, xa5 may be 1, 2, 3, or 4.

In one or more embodiments, R₂₀₁ to R₂₀₄ and Q₂₀₁ may each independentlybe selected from:

a phenyl group, a biphenyl group, a terphenyl group, a pentalenyl group,an indenyl group, a naphthyl group, an azulenyl group, a heptalenylgroup, an indacenyl group, an acenaphthyl group, a fluorenyl group, aspiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenylgroup, a phenalenyl group, a phenanthrenyl group, an anthracenyl group,a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, achrysenyl group, a naphthacenyl group, a picenyl group, a perylenylgroup, a pentaphenyl group, a hexacenyl group, a pentacenyl group, arubicenyl group, a coronenyl group, an ovalenyl group, a thiophenylgroup, a furanyl group, a carbazolyl group, an indolyl group, anisoindolyl group, a benzofuranyl group, a benzothiophenyl group, adibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolylgroup, a dibenzocarbazolyl group, a dibenzosilolyl group, and apyridinyl group; and

a phenyl group, a biphenyl group, a terphenyl group, a pentalenyl group,an indenyl group, a naphthyl group, an azulenyl group, a heptalenylgroup, an indacenyl group, an acenaphthyl group, a fluorenyl group, aspiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenylgroup, a phenalenyl group, a phenanthrenyl group, an anthracenyl group,a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, achrysenyl group, a naphthacenyl group, a picenyl group, a perylenylgroup, a pentaphenyl group, a hexacenyl group, a pentacenyl group, arubicenyl group, a coronenyl group, an ovalenyl group, a thiophenylgroup, a furanyl group, a carbazolyl group, an indolyl group, anisoindolyl group, a benzofuranyl group, a benzothiophenyl group, adibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolylgroup, a dibenzocarbazolyl group, a dibenzosilolyl group, and apyridinyl group, each substituted with at least one selected fromdeuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amidino group, a hydrazino group, a hydrazono group, a C₁-C₂₀alkyl group, a C₁-C₂₀ alkoxy group, a cyclopentyl group, a cyclohexylgroup, a cycloheptyl group, a cyclopentenyl group, a cyclohexenyl group,a phenyl group, a biphenyl group, a terphenyl group, a phenyl groupsubstituted with a C₁-C₁₀ alkyl group, a phenyl group substituted with—F, a pentalenyl group, an indenyl group, a naphthyl group, an azulenylgroup, a heptalenyl group, an indacenyl group, an acenaphthyl group, afluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenalenyl group, a phenanthrenyl group, ananthracenyl group, a fluoranthenyl group, a triphenylenyl group, apyrenyl group, a chrysenyl group, a naphthacenyl group, a picenyl group,a perylenyl group, a pentaphenyl group, a hexacenyl group, a pentacenylgroup, a rubicenyl group, a coronenyl group, an ovalenyl group, athiophenyl group, a furanyl group, a carbazolyl group, an indolyl group,an isoindolyl group, a benzofuranyl group, a benzothiophenyl group, adibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolylgroup, a dibenzocarbazolyl group, a dibenzosilolyl group, a pyridinylgroup, —Si(Q₃₁)(Q₃₂)(Q₃₃), and —N(Q₃₁)(Q₃₂), and

Q₃₁ to Q₃₃ may respectively be the same as defined above.

In one or more embodiments, in Formula 201, at least one selected fromR₂₀₁ to R₂₀₃ may each independently be selected from:

a fluorenyl group, a spiro-bifluorenyl group, a carbazolyl group, adibenzofuranyl group, and a dibenzothiophenyl group; and

a fluorenyl group, a spiro-bifluorenyl group, a carbazolyl group, adibenzofuranyl group, and a dibenzothiophenyl group, each substitutedwith at least one selected from deuterium, —F, —Cl, —Br, —I, a hydroxylgroup, a cyano group, a nitro group, an amidino group, a hydrazinogroup, a hydrazono group, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, acyclopentyl group, a cyclohexyl group, a cycloheptyl group, acyclopentenyl group, a cyclohexenyl group, a phenyl group, a biphenylgroup, a terphenyl group, a phenyl group substituted with a C₁-C₁₀ alkylgroup, a phenyl group substituted with —F, a naphthyl group, a fluorenylgroup, a spiro-bifluorenyl group, a carbazolyl group, a dibenzofuranylgroup, and a dibenzothiophenyl group,

but embodiments of the present disclosure are not limited thereto.

In one or more embodiments, in Formula 202, i) R₂₀₁ and R₂₀₂ may belinked each other via a single bond, and/or ii) R₂₀₃ and R₂₀₄ may belinked each other via a single bond.

In one or more embodiments, in Formula 202, at least one selected fromR₂₀₁ to R₂₀₄ may be selected from:

a carbazolyl group; and

a carbazolyl group substituted with at least one selected fromdeuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amidino group, a hydrazino group, a hydrazono group, a C₁-C₂₀alkyl group, a C₁-C₂₀ alkoxy group, a cyclopentyl group, a cyclohexylgroup, a cycloheptyl group, a cyclopentenyl group, a cyclohexenyl group,a phenyl group, a biphenyl group, a terphenyl group, a phenyl groupsubstituted with a C₁-C₁₀ alkyl group, a phenyl group substituted with—F, a naphthyl group, a fluorenyl group, a spiro-bifluorenyl group, acarbazolyl group, a dibenzofuranyl group, and a dibenzothiophenyl group,and

but embodiments of the present disclosure are not limited thereto.

The compound represented by Formula 201 may be represented by Formula201A:

In one embodiment, the compound represented by Formula 201 may berepresented by Formula 201A(1) below, but embodiments of the presentdisclosure are not limited thereto:

In one embodiment, the compound represented by Formula 201 may berepresented by Formula 201A-1, but embodiments of the present disclosureare not limited thereto:

In one embodiment, the compound represented by Formula 202 may berepresented by Formula 202A:

In one embodiment, the compound represented by Formula 202 may berepresented by Formula 202A-1:

In Formulae 201A, 201A(1), 201A-1, 202A, and 202A-1,

L₂₀₁ to L₂₀₃, xa1 to xa3, xa5, and R₂₀₂ to R₂₀₄ may respectively be thesame as defined above,

R₂₁₁ and R₂₁₂ may respectively be the same as defined in connection withR₂₀₃, and

R₂₁₃ to R₂₁₇ may each independently be selected from hydrogen,deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amidino group, a hydrazino group, a hydrazono group, a C₁-C₂₀alkyl group, a C₁-C₂₀ alkoxy group, a cyclopentyl group, a cyclohexylgroup, a cycloheptyl group, a cyclopentenyl group, a cyclohexenyl group,a phenyl group, a biphenyl group, a terphenyl group, a phenyl groupsubstituted with a C₁-C₁₀ alkyl group, a phenyl group substituted with—F, a pentalenyl group, an indenyl group, a naphthyl group, an azulenylgroup, a heptalenyl group, an indacenyl group, an acenaphthyl group, afluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenalenyl group, a phenanthrenyl group, ananthracenyl group, a fluoranthenyl group, a triphenylenyl group, apyrenyl group, a chrysenyl group, a naphthacenyl group, a picenyl group,a perylenyl group, a pentaphenyl group, a hexacenyl group, a pentacenylgroup, a rubicenyl group, a coronenyl group, an ovalenyl group, athiophenyl group, a furanyl group, a carbazolyl group, an indolyl group,an isoindolyl group, a benzofuranyl group, a benzothiophenyl group, adibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolylgroup, a dibenzocarbazolyl group, a dibenzosilolyl group, and apyridinyl group.

The hole transport region may include at least one compound selectedfrom Compounds HT1 to HT39, but embodiments of the present disclosureare not limited thereto:

A thickness of the hole transport region may be in a range of about 100Å to about 10,000 Å, for example, about 100 Å to about 1,000 Å. When thehole transport region includes at least one of a hole injection layerand a hole transport layer, a thickness of the hole injection layer maybe in a range of about 100 Å to about 9,000 Å, for example, about 100 Åto about 1,000 Å, and a thickness of the hole transport layer may be ina range of about 50 Å to about 2,000 Å, for example about 100 Å to about1,500 Å. When the thicknesses of the hole transport region, the holeinjection layer, and the hole transport layer are within these ranges,suitable or satisfactory hole transporting characteristics may beobtained without a substantial increase in driving voltage.

The emission auxiliary layer may increase light-emission efficiency bycompensating for an optical resonance distance according to thewavelength of light emitted by an emission layer, and the electronblocking layer may block the flow of electrons from an electrontransport region. The emission auxiliary layer and the electron blockinglayer may include the materials as described above.

The hole transport region may further include, in addition to thesematerials, a charge-generation material for the improvement ofconductive properties. The charge-generation material may behomogeneously or non-homogeneously dispersed in the hole transportregion.

The charge-generation material may be, for example, a p-dopant.

In one embodiment, the p-dopant may have a lowest unoccupied molecularorbital (LUMO) level of about −3.5 eV or less.

The p-dopant may include at least one selected from a quinonederivative, a metal oxide, and a cyano group-containing compound, butembodiments of the present disclosure are not limited thereto.

For example, the p-dopant may include at least one selected from:

a quinone derivative, such as tetracyanoquinodimethane (TCNQ) and2,3,5,6-tetrafluoro-7,7,8,8-tetracyanoquinodimethane (F4-TCNQ);

a metal oxide, such as tungsten oxide or molybdenum oxide;

1,4,5,8,9,12-hexaazatriphenylene-hexacarbonitrile (HAT-CN); and

a compound represented by Formula 221:

but embodiments of the present disclosure are not limited thereto:

In Formula 221,

R₂₂₁ to R₂₂₃ may each independently be selected from a substituted orunsubstituted C₃-C₁₀ cycloalkyl group, a substituted or unsubstitutedC₁-C₁₀ heterocycloalkyl group, a substituted or unsubstituted C₃-C₁₀cycloalkenyl group, a substituted or unsubstituted C₁-C₁₀heterocycloalkenyl group, a substituted or unsubstituted C₆-C₆₀ arylgroup, a substituted or unsubstituted C₁-C₆₀ heteroaryl group, asubstituted or unsubstituted monovalent non-aromatic condensedpolycyclic group, and a substituted or unsubstituted monovalentnon-aromatic condensed heteropolycyclic group, wherein at least oneselected from R₂₂₁ to R₂₂₃ may have at least one substituent selectedfrom a cyano group, —F, —Cl, —Br, —I, a C₁-C₂₀ alkyl group substitutedwith —F, a C₁-C₂₀ alkyl group substituted with —Cl, a C₁-C₂₀ alkyl groupsubstituted with —Br and a C₁-C₂₀ alkyl group substituted with —I.

When the organic light-emitting device 10 is a full-color organiclight-emitting device, the emission layer may be patterned into a redemission layer, a green emission layer, or a blue emission layer,according to a sub-pixel. In one or more embodiments, the emission layermay have a stacked structure of two or more layers selected from a redemission layer, a green emission layer, and a blue emission layer, inwhich the two or more layers contact each other or are separated fromeach other. In one or more embodiments, the emission layer may includetwo or more materials selected from a red light-emitting material, agreen light-emitting material, and a blue light-emitting material, inwhich the two or more materials are mixed with each other in a singlelayer to emit white light.

The emission layer may include a host and a dopant. The dopant mayinclude at least one selected from a phosphorescent dopant and afluorescent dopant.

In the emission layer, an amount of the dopant may be in a range ofabout 0.01 to about 15 parts by weight based on 100 parts by weight ofthe host, but embodiments of the present disclosure are not limitedthereto.

A thickness of the emission layer may be in a range of about 100 Å toabout 1,000 Å, for example, about 200 Å to about 600 Å. When thethickness of the emission layer is within this range, excellentlight-emission characteristics may be obtained without a substantialincrease in driving voltage.

In one or more embodiments, the host may include a compound representedby Formula 301:

[Ar₃₀₁]_(xb11)-[(L₃₀₁)_(xb1)-R₃₀₁]_(xb21).  Formula 301

In Formula 301,

Ar_(3o1) may be a substituted or unsubstituted C₅-C₆₀ carbocyclic groupor a substituted or unsubstituted C₁-C₆₀ heterocyclic group,

xb11 may be 1, 2, or 3,

L₃₀₁ may be selected from a substituted or unsubstituted C₃-C₁₀cycloalkylene group, a substituted or unsubstituted C₁-C₁₀heterocycloalkylene group, a substituted or unsubstituted C₃-C₁₀cycloalkenylene group, a substituted or unsubstituted C₁-C₁₀heterocycloalkenylene group, a substituted or unsubstituted C₆-C₆₀arylene group, a substituted or unsubstituted C₁-C₆₀ heteroarylenegroup, a substituted or unsubstituted divalent non-aromatic condensedpolycyclic group, and a substituted or unsubstituted divalentnon-aromatic condensed heteropolycyclic group,

xb1 may be an integer from 0 to 5,

R₃₀₁ may be selected from deuterium, —F, —Cl, —Br, —I, a hydroxyl group,a cyano group, a nitro group, an amidino group, a hydrazino group, ahydrazono group, a substituted or unsubstituted C₁-C₆₀ alkyl group, asubstituted or unsubstituted C₂-C₆₀ alkenyl group, a substituted orunsubstituted C₂-C₆₀ alkynyl group, a substituted or unsubstitutedC₁-C₆₀ alkoxy group, a substituted or unsubstituted C₃-C₁₀ cycloalkylgroup, a substituted or unsubstituted C₁-C₁₀ heterocycloalkyl group, asubstituted or unsubstituted C₃-C₁₀ cycloalkenyl group, a substituted orunsubstituted C₁-C₁₀ heterocycloalkenyl group, a substituted orunsubstituted C₆-C₆₀ aryl group, a substituted or unsubstituted C₆-C₆₀aryloxy group, a substituted or unsubstituted C₆-C₆₀ arylthio group, asubstituted or unsubstituted C₁-C₆₀ heteroaryl group, a substituted orunsubstituted monovalent non-aromatic condensed polycyclic group, asubstituted or unsubstituted monovalent non-aromatic condensedheteropolycyclic group, —Si(Q₃₀₁)(Q₃₀₂)(Q₃₀₃), —N(Q₃₀₁)(Q₃₀₂),—B(Q₃₀₁)(Q₃₀₂), —C(═O)(Q₃₀₁), —S(═O)₂(Q₃₀₁), and —P(═O)(Q₃₀₁)(Q₃₀₂),

xb21 may be an integer from 1 to 5, and

Q₃₀₁ to Q₃₀₃ may each independently be selected from a C₁-C₁₀ alkylgroup, a C₁-C₁₀ alkoxy group, a phenyl group, a biphenyl group, aterphenyl group, and a naphthyl group, but embodiments of the presentdisclosure are not limited thereto.

In one embodiment, Ar₃₀₁ in Formula 301 may be selected from:

a naphthalene group, a fluorene group, a spiro-bifluorene group, abenzofluorene group, a dibenzofluorene group, a phenalene group, aphenanthrene group, an anthracene group, a fluoranthene group, atriphenylene group, a pyrene group, a chrysene group, a naphthacenegroup, a picene group, a perylene group, a pentaphene group, anindenoanthracene group, a dibenzofuran group, and a dibenzothiophenegroup; and

a naphthalene group, a fluorene group, a spiro-bifluorene group, abenzofluorene group, a dibenzofluorene group, a phenalene group, aphenanthrene group, an anthracene group, a fluoranthene group, atriphenylene group, a pyrene group, a chrysene group, a naphthacenegroup, a picene group, a perylene group, a pentaphene group, anindenoanthracene group, a dibenzofuran group, and a dibenzothiophenegroup, each substituted with at least one selected from deuterium, —F,—Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidinogroup, a hydrazino group, a hydrazono group, a C₁-C₂₀ alkyl group, aC₁-C₂₀ alkoxy group, a phenyl group, a biphenyl group, a terphenylgroup, a naphthyl group, —Si(Q₃₁)(Q₃₂)(Q₃₃), —N(Q₃₁)(Q₃₂), —B(Q₃₁)(Q₃₂),—C(═O)(Q₃₁), —S(═O)₂(Q₃₁), and —P(═O)(Q₃₁)(Q₃₂), and

Q₃₁ to Q₃₃ may each independently be selected from a C₁-C₁₀ alkyl group,a C₁-C₁₀ alkoxy group, a phenyl group, a biphenyl group, a terphenylgroup, and a naphthyl group, but embodiments of the present disclosureare not limited thereto.

When xb11 in Formula 301 is two or more, two or more Ar₃₀₁(s) may belinked via a single bond.

In one or more embodiments, the compound represented by Formula 301 maybe represented by Formula 301-1 or 301-2:

In Formulae 301-1 and 301-2,

A₃₀₁ to A₃₀₄ may each independently be selected from a benzene, anaphthalene, a phenanthrene, a fluoranthene, a triphenylene, a pyrene, achrysene, a pyridine, a pyrimidine, an indene, a fluorene, aspiro-bifluorene, a benzofluorene, a dibenzofluorene, an indole, acarbazole, benzocarbazole, dibenzocarbazole, a furan, a benzofuran, adibenzofuran, a naphthofuran, a benzonaphthofuran, dinaphthofuran, athiophene, a benzothiophene, a dibenzothiophene, a naphthothiophene, abenzonaphthothiophene, and a dinaphthothiophene,

X₃₀₁ may be O, S, or N-[(L₃₀₄)_(xb4)-R₃₀₄],

R₃₁₁ to R₃₁₄ may each independently be selected from hydrogen,deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amidino group, a hydrazino group, a hydrazono group, a C₁-C₂₀alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group, a biphenyl group, aterphenyl group, a naphthyl group —Si(Q₃₁)(Q₃₂)(Q₃₃), —N(Q₃₁)(Q₃₂),—B(Q₃₁)(Q₃₂), —C(═O)(Q₃₁), —S(═O)₂(Q₃₁), and —P(═O)(Q₃₁)(Q₃₂),

xb22 and xb23 may each independently be 0, 1, or 2,

L₃₀₁, xb1, R₃₀₁ and Q₃₁ to Q₃₃ may respectively be the same as definedabove,

L₃₀₂ to L₃₀₄ may respectively be the same as defined in connection withL₃₀₁,

xb2 to xb4 may respectively be the same as defined in connection withxb1, and

R₃₀₂ to R₃₀₄ may respectively be the same as defined in connection withR₃₀₁.

For example, in Formulae 301, 301-1, and 301-2, L₃₀₁ to L₃₀₄ may eachindependently be selected from:

a phenylene group, a naphthylene group, a fluorenylene group, aspiro-bifluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenanthrenylene group, an anthracenylenegroup, a fluoranthenylene group, a triphenylenylene group, a pyrenylenegroup, a chrysenylene group, a perylenylene group, a pentaphenylenegroup, a hexacenylene group, a pentacenylene group, a thiophenylenegroup, a furanylene group, a carbazolylene group, an indolylene group,an isoindolylene group, a benzofuranylene group, a benzothiophenylenegroup, a dibenzofuranylene group, a dibenzothiophenylene group, abenzocarbazolylene group, a dibenzocarbazolylene group, adibenzosilolylene group, a pyridinylene group, an imidazolylene group, apyrazolylene group, a thiazolylene group, an isothiazolylene group, anoxazolylene group, an isoxazolylene group, a thiadiazolylene group, anoxadiazolylene group, a pyrazinylene group, a pyrimidinylene group, apyridazinylene group, a triazinylene group, a quinolinylene group, anisoquinolinylene group, a benzoquinolinylene group, a phthalazinylenegroup, a naphthyridinylene group, a quinoxalinylene group, aquinazolinylene group, a cinnolinylene group, a phenanthridinylenegroup, an acridinylene group, a phenanthrolinylene group, aphenazinylene group, a benzimidazolylene group, an isobenzothiazolylenegroup, a benzoxazolylene group, an isobenzoxazolylene group, atriazolylene group, a tetrazolylene group, an imidazopyridinylene group,an imidazopyrimidinylene group, and an azacarbazolylene group; and

a phenylene group, a naphthylene group, a fluorenylene group, aspiro-bifluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenanthrenylene group, an anthracenylenegroup, a fluoranthenylene group, a triphenylenylene group, a pyrenylenegroup, a chrysenylene group, a perylenylene group, a pentaphenylenegroup, a hexacenylene group, a pentacenylene group, a thiophenylenegroup, a furanylene group, a carbazolylene group, an indolylene group,an isoindolylene group, a benzofuranylene group, a benzothiophenylenegroup, a dibenzofuranylene group, a dibenzothiophenylene group, abenzocarbazolylene group, a dibenzocarbazolylene group, adibenzosilolylene group, a pyridinylene group, an imidazolylene group, apyrazolylene group, a thiazolylene group, an isothiazolylene group, anoxazolylene group, an isoxazolylene group, a thiadiazolylene group, anoxadiazolylene group, a pyrazinylene group, a pyrimidinylene group, apyridazinylene group, a triazinylene group, a quinolinylene group, anisoquinolinylene group, a benzoquinolinylene group, a phthalazinylenegroup, a naphthyridinylene group, a quinoxalinylene group, aquinazolinylene group, a cinnolinylene group, a phenanthridinylenegroup, an acridinylene group, a phenanthrolinylene group, aphenazinylene group, a benzimidazolylene group, an isobenzothiazolylenegroup, a benzoxazolylene group, an isobenzoxazolylene group, atriazolylene group, a tetrazolylene group, an imidazopyridinylene group,an imidazopyrimidinylene group, and an azacarbazolylene group, eachsubstituted with at least one selected from deuterium, —F, —Cl, —Br, —I,a hydroxyl group, a cyano group, a nitro group, an amidino group, ahydrazino group, a hydrazono group, a C₁-C₂₀ alkyl group, a C₁-C₂₀alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, anaphthyl group, a fluorenyl group, a spiro-bifluorenyl group, abenzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group,an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, apyrenyl group, a chrysenyl group, a perylenyl group, a pentaphenylgroup, a hexacenyl group, a pentacenyl group, a thiophenyl group, afuranyl group, a carbazolyl group, an indolyl group, an isoindolylgroup, a benzofuranyl group, a benzothiophenyl group, a dibenzofuranylgroup, a dibenzothiophenyl group, a benzocarbazolyl group, adibenzocarbazolyl group, a dibenzosilolyl group, a pyridinyl group, animidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolylgroup, an oxazolyl group, an isoxazolyl group, a thiadiazolyl group, anoxadiazolyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, a triazinyl group, a quinolinyl group, an isoquinolinyl group, abenzoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, aquinoxalinyl group, a quinazolinyl group, a cinnolinyl group, aphenanthridinyl group, an acridinyl group, a phenanthrolinyl group, aphenazinyl group, a benzimidazolyl group, an isobenzothiazolyl group, abenzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, atetrazolyl group, an imidazopyridinyl group, an imidazopyrimidinylgroup, an azacarbazolyl group, —Si(Q₃₁)(Q₃₂)(Q₃₃), —N(Q₃₁)(Q₃₂),—B(Q₃₁)(Q₃₂), —C(═O)(Q₃₁), —S(═O)₂(Q₃₁), and —P(═O)(Q₃₁)(Q₃₂), and

Q₃₁ to Q₃₃ may respectively the same as defined above.

In one embodiment, in Formulae 301, 301-1, and 301-2, R₃₀₁ to R₃₀₄ mayeach independently be selected from:

a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, afluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, afluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenylgroup, a perylenyl group, a pentaphenyl group, a hexacenyl group, apentacenyl group, a thiophenyl group, a furanyl group, a carbazolylgroup, an indolyl group, an isoindolyl group, a benzofuranyl group, abenzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, a benzocarbazolyl group, a dibenzocarbazolyl group, adibenzosilolyl group, a pyridinyl group, an imidazolyl group, apyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolylgroup, an isoxazolyl group, a thiadiazolyl group, an oxadiazolyl group,a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a triazinylgroup, a quinolinyl group, an isoquinolinyl group, a benzoquinolinylgroup, a phthalazinyl group, a naphthyridinyl group, a quinoxalinylgroup, a quinazolinyl group, a cinnolinyl group, a phenanthridinylgroup, an acridinyl group, a phenanthrolinyl group, a phenazinyl group,a benzimidazolyl group, an isobenzothiazolyl group, a benzoxazolylgroup, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group,an imidazopyridinyl group, an imidazopyrimidinyl group, and anazacarbazolyl group; and

a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, afluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, afluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenylgroup, a perylenyl group, a pentaphenyl group, a hexacenyl group, apentacenyl group, a thiophenyl group, a furanyl group, a carbazolylgroup, an indolyl group, an isoindolyl group, a benzofuranyl group, abenzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, a benzocarbazolyl group, a dibenzocarbazolyl group, adibenzosilolyl group, a pyridinyl group, an imidazolyl group, apyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolylgroup, an isoxazolyl group, a thiadiazolyl group, an oxadiazolyl group,a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a triazinylgroup, a quinolinyl group, an isoquinolinyl group, a benzoquinolinylgroup, a phthalazinyl group, a naphthyridinyl group, a quinoxalinylgroup, a quinazolinyl group, a cinnolinyl group, a phenanthridinylgroup, an acridinyl group, a phenanthrolinyl group, a phenazinyl group,a benzimidazolyl group, an isobenzothiazolyl group, a benzoxazolylgroup, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group,an imidazopyridinyl group, an imidazopyrimidinyl group, and anazacarbazolyl group, each substituted with at least one selected fromdeuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amidino group, a hydrazino group, a hydrazono group, a C₁-C₂₀alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group, a biphenyl group, aterphenyl group, a naphthyl group, a fluorenyl group, aspiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenylgroup, a phenanthrenyl group, an anthracenyl group, a fluoranthenylgroup, a triphenylenyl group, a pyrenyl group, a chrysenyl group, aperylenyl group, a pentaphenyl group, a hexacenyl group, a pentacenylgroup, a thiophenyl group, a furanyl group, a carbazolyl group, anindolyl group, an isoindolyl group, a benzofuranyl group, abenzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, a benzocarbazolyl group, a dibenzocarbazolyl group, adibenzosilolyl group, a pyridinyl group, an imidazolyl group, apyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolylgroup, an isoxazolyl group, a thiadiazolyl group, an oxadiazolyl group,a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a triazinylgroup, a quinolinyl group, an isoquinolinyl group, a benzoquinolinylgroup, a phthalazinyl group, a naphthyridinyl group, a quinoxalinylgroup, a quinazolinyl group, a cinnolinyl group, a phenanthridinylgroup, an acridinyl group, a phenanthrolinyl group, a phenazinyl group,a benzimidazolyl group, an isobenzothiazolyl group, a benzoxazolylgroup, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group,an imidazopyridinyl group, an imidazopyrimidinyl group, an azacarbazolylgroup, —Si(Q₃₁)(Q₃₂)(Q₃₃), —N(Q₃₁)(Q₃₂), —B(Q₃₁)(Q₃₂), —C(═O)(Q₃₁),—S(═O)₂(Q₃₁), and —P(═O)(Q₃₁)(Q₃₂), and

Q₃₁ to Q₃₃ may respectively be the same as defined above.

In one or more embodiments, the host may include an alkaline earth metalcomplex. For example, the host may be selected from a Be complex (forexample, Compound H55), a Mg complex, and a Zn complex.

The host may include at least one selected from9,10-di(2-naphthyl)anthracene (ADN),2-methyl-9,10-bis(naphthalen-2-yl)anthracene (MADN),9,10-di-(2-naphthyl)-2-t-butyl-anthracene (TBADN),4,4′-bis(N-carbazolyl)-1,1′-biphenyl (CBP), 1,3-di-9-carbazolylbenzene(mCP), 1,3,5-tri(carbazol-9-yl)benzene (TCP), and Compounds H1 to H55,but embodiments of the present disclosure are not limited thereto:

The phosphorescent dopant may include an organometallic complexrepresented by Formula 401:

In Formulae 401 and 402,

M may be selected from iridium (Ir), platinum (Pt), palladium (Pd),osmium (Os), titanium (Ti), zirconium (Zr), hafnium (Hf), europium (Eu),terbium (Tb), rhodium (Rh), and thulium (Tm),

L₄₀₁ may be selected from ligands represented by Formula 402, and xc1may be 1, 2, or 3, wherein, when xc1 is two or more, two or more L₄₀₁(s)may be identical to or different from each other,

L₄₀₂ may be an organic ligand, and xc2 may be an integer from 0 to 4,wherein, when xc2 is two or more, two or more L₄₀₂(s) may be identicalto or different from each other,

X₄₀₁ to X₄₀₄ may each independently be nitrogen or carbon,

X₄₀₁ and X₄₀₃ may be linked via a single bond or a double bond, and X₄₀₂and X₄₀₄ may be linked via a single bond or a double bond,

A₄₀₁ and A₄₀₂ may each independently be selected from a C₅-C₆₀carbocyclic group or a C₁-C₆₀ heterocyclic group,

X₄₀₅ may be a single bond, *—O—*′, *—S—*′, *—C(═O)—*′, *—N(Q₄₁₁)-*′,*—C(Q₄₁₁)(Q₄₁₂)-*′, *—C(Q₄₁₁)=C(Q₄₁₂)-*′, *—C(Q₄₁₁)=*′, or *═C═*′,wherein Q₄₁₁ and Q₄₁₂ may each independently be hydrogen, deuterium, aC₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group, a biphenylgroup, a terphenyl group, or a naphthyl group,

X₄₀₆ may be a single bond, O, or S,

R₄₀₁ and R₄₀₂ may each independently be selected from hydrogen,deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amidino group, a hydrazino group, a hydrazono group, asubstituted or unsubstituted C₁-C₂₀ alkyl group, a substituted orunsubstituted C₁-C₂₀ alkoxy group, a substituted or unsubstituted C₃-C₁₀cycloalkyl group, a substituted or unsubstituted C₁-C₁₀ heterocycloalkylgroup, a substituted or unsubstituted C₃-C₁₀ cycloalkenyl group, asubstituted or unsubstituted C₁-C₁₀ heterocycloalkenyl group, asubstituted or unsubstituted C₆-C₆₀ aryl group, a substituted orunsubstituted C₆-C₆₀ aryloxy group, a substituted or unsubstitutedC₆-C₆₀ arylthio group, a substituted or unsubstituted C₁-C₆₀ heteroarylgroup, a substituted or unsubstituted monovalent non-aromatic condensedpolycyclic group, and a substituted or unsubstituted monovalentnon-aromatic condensed heteropolycyclic group, —Si(Q₄₀₁)(Q₄₀₂)(Q₄₀₃),—N(Q₄₀₁)(Q₄₀₂), —B(Q₄₀₁)(Q₄₀₂), —C(═O)(Q₄₀₁), —S(═O)₂(Q₄₀₁), and—P(═O)(Q_(4o1))(Q₄₀₂), wherein Q₄₀₁ to Q₄₀₃ may each independently beselected from a C₁-C₁₀ alkyl group, a C₁-C₁₀ alkoxy group, a C₆-C₂₀ arylgroup, and a C₁-C₂₀ heteroaryl group,

xc11 and xc12 may each independently be an integer from 0 to 10, and

in Formula 402, * and *′ each indicate a binding site to M of Formula401.

In one embodiment, in Formula 402, A₄₀₁ and A₄₀₂ may each independentlybe selected from a benzene group, a naphthalene group, a fluorene group,a spiro-bifluorene group, an indene group, a pyrrole group, a thiophenegroup, a furan group, an imidazole group, a pyrazole group, a thiazolegroup, an isothiazole group, an oxazole group, an isoxazole group, apyridine group, a pyrazine group, a pyrimidine group, a pyridazinegroup, a quinoline group, an isoquinoline group, a benzoquinoline group,a quinoxaline group, a quinazoline group, a carbazole group, abenzimidazole group, a benzofuran group, a benzothiophene group, anisobenzothiophene group, a benzoxazole group, an isobenzoxazole group, atriazole group, a tetrazole group, an oxadiazole group, a triazinegroup, a dibenzofuran group, and a dibenzothiophene group.

In one or more embodiments, in Formula 402, i) X₄₀₁ may be nitrogen, andX₄₀₂ may be carbon, or ii) X₄₀₁ and X₄₀₂ may each be nitrogenconcurrently (e.g., at the same time).

In one or more embodiments, in Formula 402, R₄₀₁ and R₄₀₂ may eachindependently be selected from:

hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group,a nitro group, an amidino group, a hydrazino group, a hydrazono group, aC₁-C₂₀ alkyl group, and a C₁-C₂₀ alkoxy group;

a C₁-C₂₀ alkyl group and a C₁-C₂₀ alkoxy group, each substituted with atleast one selected from deuterium, —F, —Cl, —Br, —I, a hydroxyl group, acyano group, a nitro group, an amidino group, a hydrazino group, ahydrazono group, a phenyl group, a naphthyl group, a cyclopentyl group,a cyclohexyl group, an adamantanyl group, a norbornanyl group, and anorbornenyl group;

a cyclopentyl group, a cyclohexyl group, an adamantanyl group, anorbornanyl group, a norbornenyl group, a phenyl group, a biphenylgroup, a terphenyl group, a naphthyl group, a fluorenyl group, apyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, a triazinyl group, a quinolinyl group, an isoquinolinyl group, aquinoxalinyl group, a quinazolinyl group, a carbazolyl group, adibenzofuranyl group, and a dibenzothiophenyl group;

a cyclopentyl group, a cyclohexyl group, an adamantanyl group, anorbornanyl group, a norbornenyl group a phenyl group, a biphenyl group,a terphenyl group, a naphthyl group, a fluorenyl group, a pyridinylgroup, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, atriazinyl group, a quinolinyl group, an isoquinolinyl group, aquinoxalinyl group, a quinazolinyl group, a carbazolyl group, adibenzofuranyl group, and a dibenzothiophenyl group, each substitutedwith at least one selected from deuterium, —F, —Cl, —Br, —I, a hydroxylgroup, a cyano group, a nitro group, an amidino group, a hydrazinogroup, a hydrazono group, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, acyclopentyl group, a cyclohexyl group, an adamantanyl group, anorbornanyl group, a norbornenyl group, a phenyl group, a biphenylgroup, a terphenyl group, a naphthyl group, a fluorenyl group, apyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, a triazinyl group, a quinolinyl group, an isoquinolinyl group, aquinoxalinyl group, a quinazolinyl group, a carbazolyl group, adibenzofuranyl group, and a dibenzothiophenyl group; and

—Si(Q₄₀₁)(Q₄₀₂)(Q₄₀₃), —N(Q₄₀₁)(Q₄₀₂), —B(Q₄₀₁)(Q₄₀₂), —C(═O)(Q₄₀₁),—S(═O)₂(Q₄₀₁), and —P(═O)(Q₄₀₁)(Q₄₀₂), and

Q₄₀₁ to Q₄₀₃ may each independently be selected from a C₁-C₁₀ alkylgroup, a C₁-C₁₀ alkoxy group, a phenyl group, a biphenyl group, and anaphthyl group, but embodiments of the present disclosure are notlimited thereto.

In one or more embodiments, in Formula 401, when xc1 is two or more, twoA₄₀₁(s) among two or more of L₄₀₁(s) may optionally be linked each othervia a linking group, X₄₀₇, or two A₄₀₂(s) may optionally be linked eachother via a linking group, X₄₀₈ (see Compounds PD1 to PD4 and PD7). X₄₀₇and X₄₀₈ may each independently be a single bond, *—O—*′, *—S—*′,*—C(═O)—′, *—N(Q₄₁₃)-*′, *—C(Q₄₁₃)(Q₄₁₄)-*′, or *—C(Q₄₁₃)═C(Q₄₁₄)-*′(wherein Q₄₁₃ and Q₄₁₄ may each independently be hydrogen, deuterium, aC₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group, a biphenylgroup, a terphenyl group or a naphthyl group), but embodiments of thepresent disclosure are not limited thereto.

L₄₀₂ in Formula 401 may be a monovalent, divalent, or trivalent organicligand. For example, L₄₀₂ may be selected from halogen, diketone (forexample, acetylacetonate), carboxylic acid (for example, picolinate),—C(═O), isonitrile, —CN, and phosphorus (for example, phosphine, orphosphite), but embodiments of the present disclosure are not limitedthereto.

In one or more embodiments, the phosphorescent dopant may be selectedfrom, for example, Compounds PD1 to PD25, but embodiments of the presentdisclosure are not limited thereto:

The fluorescent dopant may include an arylamine compound or astyrylamine compound.

The fluorescent dopant may include a compound represented by Formula501:

In Formula 501,

Ar₅₀₁ may be a substituted or unsubstituted C₅-C₆₀ carbocyclic group ora substituted or unsubstituted C₁-C₆₀ heterocyclic group,

L₅₀₁ to L₅₀₃ may each independently be selected from a substituted orunsubstituted C₃-C₁₀ cycloalkylene group, a substituted or unsubstitutedC₁-C₁₀ heterocycloalkylene group, a substituted or unsubstituted C₃-C₁₀cycloalkenylene group, a substituted or unsubstitutedheterocycloalkenylene group, a substituted or unsubstituted C₆-C₆₀arylene group, a substituted or unsubstituted C₁-C₆₀ heteroarylenegroup, a substituted or unsubstituted divalent non-aromatic condensedpolycyclic group, and a substituted or unsubstituted divalentnon-aromatic condensed heteropolycyclic group,

xd1 to xd3 may each independently be an integer of 0 to 3,

R₅₀₁ and R₅₀₂ may each independently be selected from a substituted orunsubstituted C₃-C₁₀ cycloalkyl group, a substituted or unsubstitutedC₁-C₁₀ heterocycloalkyl group, a substituted or unsubstituted C₃-C₁₀cycloalkenyl group, a substituted or unsubstituted C₁-C₁₀heterocycloalkenyl group, a substituted or unsubstituted C₆-C₆₀ arylgroup, a substituted or unsubstituted C₆-C₆₀ aryloxy group, asubstituted or unsubstituted C₆-C₆₀ arylthio group, a substituted orunsubstituted C₁-C₆₀ heteroaryl group, a substituted or unsubstitutedmonovalent non-aromatic condensed polycyclic group, and a substituted orunsubstituted monovalent non-aromatic condensed heteropolycyclic group,and

xd4 may be an integer of 1 to 6.

In one embodiment, Ar₅₀₁ in Formula 501 may be selected from:

a naphthalene group, a heptalene group, a fluorene group, aspiro-bifluorene group, a benzofluorene group, a dibenzofluorene group,a phenalene group, a phenanthrene group, an anthracene group, afluoranthene group, a triphenylene group, a pyrene group, a chrysenegroup, a naphthacene group, a picene group, a perylene group, apentaphene group, an indenoanthracene group, and an indenophenanthrenegroup; and

a naphthalene group, a heptalene group, a fluorene group, aspiro-bifluorene group, a benzofluorene group, a dibenzofluorene group,a phenalene group, a phenanthrene group, an anthracene group, afluoranthene group, a triphenylene group, a pyrene group, a chrysenegroup, a naphthacene group, a picene group, a perylene group, apentaphene group, an indenoanthracene group, and an indenophenanthrenegroup, each substituted with at least one selected from deuterium, —F,—Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidinogroup, a hydrazino group, a hydrazono group, a C₁-C₂₀ alkyl group, aC₁-C₂₀ alkoxy group, a phenyl group, a biphenyl group, a terphenylgroup, and a naphthyl group.

In one or more embodiments, L₅₀₁ to L₅₀₃ in Formula 501 may eachindependently be selected from:

a phenylene group, a naphthylene group, a fluorenylene group, aspiro-bifluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenanthrenylene group, an anthracenylenegroup, a fluoranthenylene group, a triphenylenylene group, a pyrenylenegroup, a chrysenylene group, a perylenylene group, a pentaphenylenegroup, a hexacenylene group, a pentacenylene group, a thiophenylenegroup, a furanylene group, a carbazolylene group, an indolylene group,an isoindolylene group, a benzofuranylene group, a benzothiophenylenegroup, a dibenzofuranylene group, a dibenzothiophenylene group, abenzocarbazolylene group, a dibenzocarbazolylene group, adibenzosilolylene group, and a pyridinylene group; and

a phenylene group, a naphthylene group, a fluorenylene group, aspiro-bifluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenanthrenylene group, an anthracenylenegroup, a fluoranthenylene group, a triphenylenylene group, a pyrenylenegroup, a chrysenylene group, a perylenylene group, a pentaphenylenegroup, a hexacenylene group, a pentacenylene group, a thiophenylenegroup, a furanylene group, a carbazolylene group, an indolylene group,an isoindolylene group, a benzofuranylene group, a benzothiophenylenegroup, a dibenzofuranylene group, a dibenzothiophenylene group, abenzocarbazolylene group, a dibenzocarbazolylene group, adibenzosilolylene group, and a pyridinylene group, each substituted withat least one selected from deuterium, —F, —Cl, —Br, —I, a hydroxylgroup, a cyano group, a nitro group, an amidino group, a hydrazinogroup, a hydrazono group, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, aphenyl group, a biphenyl group, a terphenyl group, a naphthyl group, afluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, afluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenylgroup, a perylenyl group, a pentaphenyl group, a hexacenyl group, apentacenyl group, a thiophenyl group, a furanyl group, a carbazolylgroup, an indolyl group, an isoindolyl group, a benzofuranyl group, abenzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, a benzocarbazolyl group, a dibenzocarbazolyl group, adibenzosilolyl group, and a pyridinyl group.

In one or more embodiments, in Formula 501, R₅₀₁ and R₅₀₂ may eachindependently be selected from:

a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, afluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, afluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenylgroup, a perylenyl group, a pentaphenyl group, a hexacenyl group, apentacenyl group, a thiophenyl group, a furanyl group, a carbazolylgroup, an indolyl group, an isoindolyl group, a benzofuranyl group, abenzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, a benzocarbazolyl group, a dibenzocarbazolyl group, adibenzosilolyl group, and a pyridinyl group; and

a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, afluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, afluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenylgroup, a perylenyl group, a pentaphenyl group, a hexacenyl group, apentacenyl group, a thiophenyl group, a furanyl group, a carbazolylgroup, an indolyl group, an isoindolyl group, a benzofuranyl group, abenzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, a benzocarbazolyl group, a dibenzocarbazolyl group, adibenzosilolyl group, and a pyridinyl group, each substituted with atleast one selected from deuterium, —F, —Cl, —Br, —I, a hydroxyl group, acyano group, a nitro group, an amidino group, a hydrazino group, ahydrazono group, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a phenylgroup, a biphenyl group, a terphenyl group, a naphthyl group, afluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, afluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenylgroup, a perylenyl group, a pentaphenyl group, a hexacenyl group, apentacenyl group, a thiophenyl group, a furanyl group, a carbazolylgroup, an indolyl group, an isoindolyl group, a benzofuranyl group, abenzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, a benzocarbazolyl group, a dibenzocarbazolyl group, adibenzosilolyl group, a pyridinyl group, and —Si(Q₃₁)(Q₃₂)(Q₃₃), and

Q₃₁ to Q₃₃ may each independently be selected from a C₁-C₁₀ alkyl group,a C₁-C₁₀ alkoxy group, a phenyl group, a biphenyl group, a terphenylgroup, and a naphthyl group.

In one or more embodiments, xd4 in Formula 501 may be 2, but embodimentsof the present disclosure are not limited thereto.

For example, the fluorescent dopant may be selected from Compounds FD1to FD22:

In one or more embodiments, the fluorescent dopant may be selected fromthe following compounds, but embodiments of the present disclosure arenot limited thereto:

The electron transport region may have i) a single-layered structureincluding a single layer including a single material, ii) asingle-layered structure including a single layer including a pluralityof different materials, or iii) a multi-layered structure having aplurality of layers including a plurality of different materials.

The electron transport region may include at least one selected from abuffer layer, a hole blocking layer, an electron control layer, anelectron transport layer, and an electron injection layer, butembodiments of the present disclosure are not limited thereto.

For example, the electron transport region may have an electrontransport layer/electron injection layer structure, a hole blockinglayer/electron transport layer/electron injection layer structure, anelectron control layer/electron transport layer/electron injection layerstructure, or a buffer layer/electron transport layer/electron injectionlayer structure, wherein for each structure, constituting layers aresequentially stacked from an emission layer. However, embodiments of thestructure of the electron transport region are not limited thereto.

The electron transport region (for example, a buffer layer, a holeblocking layer, an electron control layer, or an electron transportlayer in the electron transport region) may include a metal-freecompound containing at least one π electron-depleted nitrogen-containingring.

The “π electron-depleted nitrogen-containing ring” indicates a C₁-C₆₀heterocyclic group having at least one *—N═*′ moiety as a ring-formingmoiety.

For example, the “π electron-depleted nitrogen-containing ring” may bei) a 5-membered to 7-membered heteromonocyclic group having at least one*—N═*′ moiety, ii) a heteropolycyclic group in which two or more5-membered to 7-membered heteromonocyclic groups each having at leastone *—N═*′ moiety are condensed with each other, or iii) aheteropolycyclic group in which at least one of 5-membered to 7-memberedheteromonocyclic groups, each having at least one *—N═*′ moiety, iscondensed with at least one C₅-C₆₀ carbocyclic group.

Examples of the π electron-depleted nitrogen-containing ring include animidazole, a pyrazole, a thiazole, an isothiazole, an oxazole, anisoxazole, a pyridine, a pyrazine, a pyrimidine, a pyridazine, anindazole, a purine, a quinoline, an isoquinoline, a benzoquinoline, aphthalazine, a naphthyridine, a quinoxaline, a quinazoline, a cinnoline,a phenanthridine, an acridine, a phenanthroline, a phenazine, abenzimidazole, an isobenzothiazole, a benzoxazole, an isobenzoxazole, atriazole, a tetrazole, an oxadiazole, a triazine, thiadiazole, animidazopyridine, an imidazopyrimidine, and an azacarbazole, but are notlimited thereto.

For example, the electron transport region may include a compoundrepresented by Formula 601:

[Ar₆₀₁]_(xe11)[(L₆₀₁)_(xe1)-R₆₀₁]_(xe21).  Formula 601

In Formula 601,

Ar₆₀₁ may be a substituted or unsubstituted C₅-C₆₀ carbocyclic group ora substituted or unsubstituted C₁-C₆₀ heterocyclic group,

xe11 may be 1, 2, or 3,

L₆₀₁ may be selected from a substituted or unsubstituted C₃-C₁₀cycloalkylene group, a substituted or unsubstituted C₁-C₁₀heterocycloalkylene group, a substituted or unsubstituted C₃-C₁₀cycloalkenylene group, a substituted or unsubstituted C₁-C₁₀heterocycloalkenylene group, a substituted or unsubstituted C₆-C₆₀arylene group, a substituted or unsubstituted C₁-C₆₀ heteroarylenegroup, a substituted or unsubstituted divalent non-aromatic condensedpolycyclic group, and a substituted or unsubstituted divalentnon-aromatic condensed heteropolycyclic group,

xe1 may be an integer from 0 to 5,

R₆₀₁ may be selected from a substituted or unsubstituted C₃-C₁₀cycloalkyl group, a substituted or unsubstituted C₁-C₁₀ heterocycloalkylgroup, a substituted or unsubstituted C₃-C₁₀ cycloalkenyl group, asubstituted or unsubstituted C₁-C₁₀ heterocycloalkenyl group, asubstituted or unsubstituted C₆-C₆₀ aryl group, a substituted orunsubstituted C₆-C₆₀ aryloxy group, a substituted or unsubstitutedC₆-C₆₀ arylthio group, a substituted or unsubstituted C₁-C₆₀ heteroarylgroup, a substituted or unsubstituted monovalent non-aromatic condensedpolycyclic group, a substituted or unsubstituted monovalent non-aromaticcondensed heteropolycyclic group, —Si(Q₆₀₁)(Q₆₀₂)(Q_(6o3)),—C(═O)(Q₆₀₁), —S(═O)₂(Q₆₀₁), and —P(═O)(Q₆₀₁)(Q₆₀₂), and

Q₆₀₁ to Q₆₀₃ may each independently be a C₁-C₁₀ alkyl group, a C₁-C₁₀alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, or anaphthyl group, and

xe21 may be an integer from 1 to 5.

In one embodiment, at least one selected from Ar₆₀₁(s) in the number ofxe11 and R₆₀₁(s) in the number of xe21 may include the πelectron-depleted nitrogen-containing ring.

In one embodiment, in Formula 601, ring Ar_(6o1) may be selected from:

a benzene group, a naphthalene group, a fluorene group, aspiro-bifluorene group, a benzofluorene group, a dibenzofluorene group,a phenalene group, a phenanthrene group, an anthracene group, afluoranthene group, a triphenylene group, a pyrene group, a chrysenegroup, a naphthacene group, a picene group, a perylene group, apentaphene group, an indenoanthracene group, a dibenzofuran group, adibenzothiophene group, a carbazole group, an imidazole group, apyrazole group, a thiazole group, an isothiazole group, an oxazolegroup, an isoxazole group, a pyridine group, a pyrazine group, apyrimidine group, a pyridazine group, an indazole group, a purine group,a quinoline group, an isoquinoline group, a benzoquinoline group, aphthalazine group, a naphthyridine group, a quinoxaline group, aquinazoline group, a cinnoline group, a phenanthridine group, anacridine group, a phenanthroline group, a phenazine group, abenzimidazole group, an isobenzothiazole group, a benzoxazole group, anisobenzoxazole group, a triazole group, a tetrazole group, an oxadiazolegroup, a triazine group, a thiadiazole group, an imidazopyridine group,an imidazopyrimidine group, and an azacarbazole group; and

a benzene group, a naphthalene group, a fluorene group, aspiro-bifluorene group, a benzofluorene group, a dibenzofluorene group,a phenalene group, a phenanthrene group, an anthracene group, afluoranthene group, a triphenylene group, a pyrene group, a chrysenegroup, a naphthacene group, a picene group, a perylene group, apentaphene group, an indenoanthracene group, a dibenzofuran group, adibenzothiophene group, a carbazole group, an imidazole group, apyrazole group, a thiazole group, an isothiazole group, an oxazolegroup, an isoxazole group, a pyridine group, a pyrazine group, apyrimidine group, a pyridazine group, an indazole group, a purine group,a quinoline group, an isoquinoline group, a benzoquinoline group, aphthalazine group, a naphthyridine group, a quinoxaline group, aquinazoline group, a cinnoline group, a phenanthridine group, anacridine group, a phenanthroline group, a phenazine group, abenzimidazole group, an isobenzothiazole group, a benzoxazole group, anisobenzoxazole group, a triazole group, a tetrazole group, an oxadiazolegroup, a triazine group, a thiadiazole group, an imidazopyridine group,an imidazopyrimidine group, and an azacarbazole group, each substitutedwith at least one selected from deuterium, —F, —Cl, —Br, —I, a hydroxylgroup, a cyano group, a nitro group, an amidino group, a hydrazinogroup, a hydrazono group, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, aphenyl group, a biphenyl group, a terphenyl group, a naphthyl group,—Si(Q₃₁)(Q₃₂)(Q₃₃), —S(═O)₂(Q₃₁), and —P(═O)(Q₃₁)(Q₃₂), and

Q₃₁ to Q₃₃ may each independently be selected from a C₁-C₁₀ alkyl group,a C₁-C₁₀ alkoxy group, a phenyl group, a biphenyl group, a terphenylgroup, and a naphthyl group.

When xe11 in Formula 601 is two or more, two or more Ar601(s) may belinked via a single bond.

In one or more embodiments, Ar₆₀₁ in Formula 601 may be an anthracenegroup.

In one or more embodiments, a compound represented by Formula 601 may berepresented by Formula 601-1:

In Formula 601-1,

X₆₁₄ may be N or C(R₆₁₄), X₆₁₅ may be N or C(R₆₁₅), and X₆₁₆ may be N orC(R₆₁₆), wherein at least one selected from X₆₁₄ to X₆₁₆ may be N,

L₆₁₁ to L₆₁₃ may each independently be the same as defined in connectionwith L₆₀₁,

xe611 to xe613 may each independently be the same as defined inconnection with xe1,

R₆₁₁ to R₆₁₃ may each independently be the same as defined in connectionwith R₆₀₁, and

R₆₁₄ to R₆₁₆ may each independently be selected from hydrogen,deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amidino group, a hydrazino group, a hydrazono group, a C₁-C₂₀alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group, a biphenyl group, aterphenyl group, and a naphthyl group.

In one embodiment, L₆₀₁ and L₆₁₁ to L₆₁₃ in Formulae 601 and 601-1 mayeach independently be selected from:

a phenylene group, a naphthylene group, a fluorenylene group, aspiro-bifluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenanthrenylene group, an anthracenylenegroup, a fluoranthenylene group, a triphenylenylene group, a pyrenylenegroup, a chrysenylene group, a perylenylene group, a pentaphenylenegroup, a hexacenylene group, a pentacenylene group, a thiophenylenegroup, a furanylene group, a carbazolylene group, an indolylene group,an isoindolylene group, a benzofuranylene group, a benzothiophenylenegroup, a dibenzofuranylene group, a dibenzothiophenylene group, abenzocarbazolylene group, a dibenzocarbazolylene group, adibenzosilolylene group, a pyridinylene group, an imidazolylene group, apyrazolylene group, a thiazolylene group, an isothiazolylene group, anoxazolylene group, an isoxazolylene group, a thiadiazolylene group, anoxadiazolylene group, a pyrazinylene group, a pyrimidinylene group, apyridazinylene group, a triazinylene group, a quinolinylene group, anisoquinolinylene group, a benzoquinolinylene group, a phthalazinylenegroup, a naphthyridinylene group, a quinoxalinylene group, aquinazolinylene group, a cinnolinylene group, a phenanthridinylenegroup, an acridinylene group, a phenanthrolinylene group, aphenazinylene group, a benzimidazolylene group, an isobenzothiazolylenegroup, a benzoxazolylene group, an isobenzoxazolylene group, atriazolylene group, a tetrazolylene group, an imidazopyridinylene group,an imidazopyrimidinylene group, and an azacarbazolylene group; and

a phenylene group, a naphthylene group, a fluorenylene group, aspiro-bifluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenanthrenylene group, an anthracenylenegroup, a fluoranthenylene group, a triphenylenylene group, a pyrenylenegroup, a chrysenylene group, a perylenylene group, a pentaphenylenegroup, a hexacenylene group, a pentacenylene group, a thiophenylenegroup, a furanylene group, a carbazolylene group, an indolylene group,an isoindolylene group, a benzofuranylene group, a benzothiophenylenegroup, a dibenzofuranylene group, a dibenzothiophenylene group, abenzocarbazolylene group, a dibenzocarbazolylene group, adibenzosilolylene group, a pyridinylene group, an imidazolylene group, apyrazolylene group, a thiazolylene group, an isothiazolylene group, anoxazolylene group, an isoxazolylene group, a thiadiazolylene group, anoxadiazolylene group, a pyrazinylene group, a pyrimidinylene group, apyridazinylene group, a triazinylene group, a quinolinylene group, anisoquinolinylene group, a benzoquinolinylene group, a phthalazinylenegroup, a naphthyridinylene group, a quinoxalinylene group, aquinazolinylene group, a cinnolinylene group, a phenanthridinylenegroup, an acridinylene group, a phenanthrolinylene group, aphenazinylene group, a benzimidazolylene group, an isobenzothiazolylenegroup, a benzoxazolylene group, an isobenzoxazolylene group, atriazolylene group, a tetrazolylene group, an imidazopyridinylene group,an imidazopyrimidinylene group, and an azacarbazolylene group, eachsubstituted with at least one selected from deuterium, —F, —Cl, —Br, —I,a hydroxyl group, a cyano group, a nitro group, an amidino group, ahydrazino group, a hydrazono group, a C₁-C₂₀ alkyl group, a C₁-C₂₀alkoxy group, a phenyl group, a biphenyl group, a terphenyl group, anaphthyl group, a fluorenyl group, a spiro-bifluorenyl group, abenzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group,an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, apyrenyl group, a chrysenyl group, a perylenyl group, a pentaphenylgroup, a hexacenyl group, a pentacenyl group, a thiophenyl group, afuranyl group, a carbazolyl group, an indolyl group, an isoindolylgroup, a benzofuranyl group, a benzothiophenyl group, a dibenzofuranylgroup, a dibenzothiophenyl group, a benzocarbazolyl group, adibenzocarbazolyl group, a dibenzosilolyl group, a pyridinyl group, animidazolyl group, a pyrazolyl group, a thiazolyl group, an isothiazolylgroup, an oxazolyl group, an isoxazolyl group, a thiadiazolyl group, anoxadiazolyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, a triazinyl group, a quinolinyl group, an isoquinolinyl group, abenzoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, aquinoxalinyl group, a quinazolinyl group, a cinnolinyl group, aphenanthridinyl group, an acridinyl group, a phenanthrolinyl group, aphenazinyl group, a benzimidazolyl group, an isobenzothiazolyl group, abenzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, atetrazolyl group, an imidazopyridinyl group, an imidazopyrimidinylgroup, and an azacarbazolyl group;

but embodiments of the present disclosure are not limited thereto.

In one or more embodiments, xe1 and xe611 to xe613 in Formulae 601 and601-1 may each independently be 0, 1, or 2.

In one or more embodiments, in Formulae 601 and 601-1, R₆₀₁ and R₆₁₁ toR₆₁₃ may each independently be selected from:

a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, afluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, afluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenylgroup, a perylenyl group, a pentaphenyl group, a hexacenyl group, apentacenyl group, a thiophenyl group, a furanyl group, a carbazolylgroup, an indolyl group, an isoindolyl group, a benzofuranyl group, abenzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, a benzocarbazolyl group, a dibenzocarbazolyl group, adibenzosilolyl group, a pyridinyl group, an imidazolyl group, apyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolylgroup, an isoxazolyl group, a thiadiazolyl group, an oxadiazolyl group,a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a triazinylgroup, a quinolinyl group, an isoquinolinyl group, a benzoquinolinylgroup, a phthalazinyl group, a naphthyridinyl group, a quinoxalinylgroup, a quinazolinyl group, a cinnolinyl group, a phenanthridinylgroup, an acridinyl group, a phenanthrolinyl group, a phenazinyl group,a benzimidazolyl group, an isobenzothiazolyl group, a benzoxazolylgroup, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group,an imidazopyridinyl group, an imidazopyrimidinyl group, and anazacarbazolyl group;

a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, afluorenyl group, a spiro-bifluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, afluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenylgroup, a perylenyl group, a pentaphenyl group, a hexacenyl group, apentacenyl group, a thiophenyl group, a furanyl group, a carbazolylgroup, an indolyl group, an isoindolyl group, a benzofuranyl group, abenzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, a benzocarbazolyl group, a dibenzocarbazolyl group, adibenzosilolyl group, a pyridinyl group, an imidazolyl group, apyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolylgroup, an isoxazolyl group, a thiadiazolyl group, an oxadiazolyl group,a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a triazinylgroup, a quinolinyl group, an isoquinolinyl group, a benzoquinolinylgroup, a phthalazinyl group, a naphthyridinyl group, a quinoxalinylgroup, a quinazolinyl group, a cinnolinyl group, a phenanthridinylgroup, an acridinyl group, a phenanthrolinyl group, a phenazinyl group,a benzimidazolyl group, an isobenzothiazolyl group, a benzoxazolylgroup, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group,an imidazopyridinyl group, an imidazopyrimidinyl group, and anazacarbazolyl group, each substituted with at least one selected fromdeuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amidino group, a hydrazino group, a hydrazono group, a C₁-C₂₀alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group, a biphenyl group, aterphenyl group, a naphthyl group, a fluorenyl group, aspiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenylgroup, a phenanthrenyl group, an anthracenyl group, a fluoranthenylgroup, a triphenylenyl group, a pyrenyl group, a chrysenyl group, aperylenyl group, a pentaphenyl group, a hexacenyl group, a pentacenylgroup, a thiophenyl group, a furanyl group, a carbazolyl group, anindolyl group, an isoindolyl group, a benzofuranyl group, abenzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, a benzocarbazolyl group, a dibenzocarbazolyl group, adibenzosilolyl group, a pyridinyl group, an imidazolyl group, apyrazolyl group, a thiazolyl group, an isothiazolyl group, an oxazolylgroup, an isoxazolyl group, a thiadiazolyl group, an oxadiazolyl group,a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a triazinylgroup, a quinolinyl group, an isoquinolinyl group, a benzoquinolinylgroup, a phthalazinyl group, a naphthyridinyl group, a quinoxalinylgroup, a quinazolinyl group, a cinnolinyl group, a phenanthridinylgroup, an acridinyl group, a phenanthrolinyl group, a phenazinyl group,a benzimidazolyl group, an isobenzothiazolyl group, a benzoxazolylgroup, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group,an imidazopyridinyl group, an imidazopyrimidinyl group, and anazacarbazolyl group; and

—S(═O)₂(Q₆₀₁) and —P(═O)(Q₆₀₁)(Q₆₀₂), and

Q₆₀₁ and Q₆₀₂ may be the same as defined above.

The electron transport region may include at least one compound selectedfrom Compounds ET1 to ET36, but embodiments of the present disclosureare not limited thereto:

In one or more embodiments, the electron transport region may include atleast one compound selected from2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline (BCP),4,7-diphenyl-1,10-phenanthroline (bphen), Alq₃, BAlq,3-(biphenyl-4-yl)-5-(4-tert-butylphenyl)-4-phenyl-4H-1,2,4-triazole(TAZ), and NTAZ:

A thickness of the buffer layer, the hole blocking layer, or theelectron control layer may be in a range of about 20 Å to about 1,000 Å,for example, about 30 Å to about 300 Å. When the thicknesses of thebuffer layer, the hole blocking layer, and the electron control layerare within these ranges, the electron blocking layer may have excellentelectron blocking characteristics or electron control characteristicswithout a substantial increase in driving voltage.

A thickness of the electron transport layer may be in a range of about100 Å to about 1,000 Å, for example, about 150 Å to about 500 Å. Whenthe thickness of the electron transport layer is within the rangedescribed above, the electron transport layer may have suitable orsatisfactory electron transport characteristics without a substantialincrease in driving voltage.

The electron transport region (for example, the electron transport layerin the electron transport region) may further include, in addition tothe materials described above, a metal-containing material.

The metal-containing material may include at least one selected fromalkali metal complex and alkaline earth-metal complex. The alkali metalcomplex may include a metal ion selected from a Li ion, a Na ion, a Kion, a Rb ion, and a Cs ion, and the alkaline earth-metal complex mayinclude a metal ion selected from a Be ion, a Mg ion, a Ca ion, a Srion, and a Ba ion. A ligand coordinated with the metal ion of the alkalimetal complex or the alkaline earth-metal complex may be selected from ahydroxy quinoline, a hydroxy isoquinoline, a hydroxy benzoquinoline, ahydroxy acridine, a hydroxy phenanthridine, a hydroxy phenyloxazole, ahydroxy phenylthiazole, a hydroxy diphenyloxadiazole, a hydroxydiphenylthiadiazole, a hydroxy phenylpyridine, a hydroxyphenylbenzimidazole, a hydroxy phenylbenzothiazole, a bipyridine, aphenanthroline, and a cyclopentadiene, but embodiments of the presentdisclosure are not limited thereto.

For example, the metal-containing material may include a Li complex. TheLi complex may include, for example, Compound ET-D1 (lithium quinolate,LiQ) or ET-D2:

The electron transport region may include an electron injection layerthat facilitates injection of electrons from the second electrode 190.The electron injection layer may directly contact the second electrode190.

The electron injection layer may have i) a single-layered structureincluding a single layer including a single material, ii) asingle-layered structure including a single layer including a pluralityof different materials, or iii) a multi-layered structure having aplurality of layers including a plurality of different materials.

The electron injection layer may include an alkali metal, an alkalineearth metal, a rare earth metal, an alkali metal compound, an alkalineearth-metal compound, a rare earth metal compound, an alkali metalcomplex, an alkaline earth-metal complex, a rare earth metal complex, orany combinations thereof.

The alkali metal may be selected from Li, Na, K, Rb, and Cs. In oneembodiment, the alkali metal may be Li, Na, or Cs. In one or moreembodiments, the alkali metal may be Li or Cs, but embodiments of thepresent disclosure are not limited thereto.

The alkaline earth metal may be selected from Mg, Ca, Sr, and Ba.

The rare earth metal may be selected from Sc, Y, Ce, Tb, Yb, and Gd.

The alkali metal compound, the alkaline earth-metal compound, and therare earth metal compound may be selected from oxides and halides (forexample, fluorides, chlorides, bromides, or iodides) of the alkalimetal, the alkaline earth-metal, and the rare earth metal.

The alkali metal compound may be selected from alkali metal oxides, suchas Li₂O, Cs₂O, or K₂O, and alkali metal halides, such as LiF, NaF, CsF,KF, LiI, NaI, CsI, KI, or RbI. In one embodiment, the alkali metalcompound may be selected from LiF, Li₂O, NaF, LiI, NaI, CsI, and KI, butembodiments of the present disclosure are not limited thereto.

The alkaline earth-metal compound may be selected from alkalineearth-metal compounds, such as BaO, SrO, CaO, (0<x<1), orBa_(x)Ca_(1-x)O (0<x<1). In one embodiment, the alkaline earth-metalcompound may be selected from BaO, SrO, and CaO, but embodiments of thepresent disclosure are not limited thereto.

The rare earth metal compound may be selected from YbF₃, ScF₃, Sc₂O₃,Y₂O₃, Ce₂O₃, GdF₃, and TbF₃. In one embodiment, the rare earth metalcompound may be selected from YbF3, ScF₃, TbF₃, YbI₃, ScI₃, and TbI₃,but embodiments of the present disclosure are not limited thereto.

The alkali metal complex, the alkaline earth-metal complex, and the rareearth metal complex may include an ion of alkali metal, alkalineearth-metal, and rare earth metal as described above, and a ligandcoordinated with a metal ion of the alkali metal complex, the alkalineearth-metal complex, or the rare earth metal complex may be selectedfrom hydroxy quinoline, hydroxy isoquinoline, hydroxy benzoquinoline,hydroxy acridine, hydroxy phenanthridine, hydroxy phenyloxazole, hydroxyphenylthiazole, hydroxy diphenyloxadiazole, hydroxy diphenylthiadiazole,hydroxy phenylpyridine, hydroxy phenylbenzimidazole, hydroxyphenylbenzothiazole, bipyridine, phenanthroline, and cyclopentadiene,but embodiments of the present disclosure are not limited thereto.

The electron injection layer may consist of an alkali metal, an alkalineearth metal, a rare earth metal, an alkali metal compound, an alkalineearth-metal compound, a rare earth metal compound, an alkali metalcomplex, an alkaline earth-metal complex, a rare earth metal complex, orany combinations thereof, as described above. In one or moreembodiments, the electron injection layer may further include an organicmaterial. When the electron injection layer further includes an organicmaterial, an alkali metal, an alkaline earth metal, a rare earth metal,an alkali metal compound, an alkaline earth-metal compound, a rare earthmetal compound, an alkali metal complex, an alkaline earth-metalcomplex, a rare earth metal complex, or any combinations thereof may behomogeneously or non-homogeneously dispersed in a matrix including theorganic material.

A thickness of the electron injection layer may be in a range of about 1Å to about 100 Å, for example, about 3 Å to about 90 Å. When thethickness of the electron injection layer is within the range describedabove, the electron injection layer may have suitable or satisfactoryelectron injection characteristics without a substantial increase indriving voltage.

The second electrode 190 may be disposed on the organic layer 150 havingsuch a structure. The second electrode 190 may be a cathode which is anelectron injection electrode, and in this regard, a material for formingthe second electrode 190 may be selected from metal, an alloy, anelectrically conductive compound, and a combination thereof, which havea relatively low work function.

The second electrode 190 may include at least one selected from lithium(Li), silver (Ag), magnesium (Mg), aluminum (Al), aluminum-lithium(Al—Li), calcium (Ca), magnesium-indium (Mg—In), magnesium-silver(Mg—Ag), ITO, and IZO, but embodiments of the present disclosure are notlimited thereto. The second electrode 190 may be a transmissiveelectrode, a semi-transmissive electrode, or a reflective electrode.

The second electrode 190 may have a single-layered structure, or amulti-layered structure including two or more layers.

Hereinbefore, the organic light-emitting device has been described withreference to the accompanying drawing, but embodiments of the presentdisclosure are not limited thereto.

Layers constituting the hole transport region, an emission layer, andlayers constituting the electron transport region may be formed in acertain region by using one or more suitable methods selected fromvacuum deposition, spin coating, casting, Langmuir-Blodgett (LB)deposition, ink-jet printing, laser-printing, and laser-induced thermalimaging.

When layers constituting the hole transport region, an emission layer,and layers constituting the electron transport region are formed byvacuum deposition, the deposition may be performed at a depositiontemperature of about 100° C. to about 500° C., a vacuum degree of about10⁻⁸ torr to about 10⁻³ torr, and a deposition speed of about 0.01 Å/secto about 100 Å/sec by taking into account a material to be included in alayer to be formed, and the structure of a layer to be formed.

When layers constituting the hole transport region, an emission layer,and layers constituting the electron transport region are formed by spincoating, the spin coating may be performed at a coating speed of about2000 rpm to about 5000 rpm and at a heat treatment temperature of about80° C. to 200° C. by taking into account a material to be included in alayer to be formed, and the structure of a layer to be formed.

The term “C₁-C₆₀ alkyl group,” as used herein, refers to a linear orbranched aliphatic saturated hydrocarbon monovalent group having 1 to 60carbon atoms, and examples thereof include a methyl group, an ethylgroup, a propyl group, an isobutyl group, a sec-butyl group, atert-butyl group, a pentyl group, an isoamyl group, and a hexyl group.The term “C₁-C₆₀ alkylene group,” as used herein, refers to a divalentgroup having substantially the same structure as the C₁-C₆₀ alkyl group.

The term “C₂-C₆₀ alkenyl group,” as used herein, refers to a hydrocarbongroup having at least one carbon-carbon double bond at a main chain(e.g., in the middle) or at a terminus of the C₂-C₆₀ alkyl group, andexamples thereof include an ethenyl group, a propenyl group, and abutenyl group. The term “C₂-C₆₀ alkenylene group,” as used herein,refers to a divalent group having substantially the same structure asthe C₂-C₆₀ alkenyl group.

The term “C₂-C₆₀ alkynyl group,” as used herein, refers to a hydrocarbongroup having at least one carbon-carbon triple bond at a main chain(e.g., in the middle) or at a terminus of the C₂-C₆₀ alkyl group, andexamples thereof include an ethynyl group, and a propynyl group. Theterm “C₂-C₆₀ alkynylene group,” as used herein, refers to a divalentgroup having substantially the same structure as the C₂-C₆₀ alkynylgroup.

The term “C₁-C₆₀ alkoxy group,” as used herein, refers to a monovalentgroup represented by —OA₁₀₁ (wherein A₁₀₁ is the C₁-C₆₀ alkyl group),and examples thereof include a methoxy group, an ethoxy group, and anisopropyloxy group.

The term “C₃-C₁₀ cycloalkyl group,” as used herein, refers to amonovalent saturated hydrocarbon monocyclic group having 3 to 10 carbonatoms, and examples thereof include a cyclopropyl group, a cyclobutylgroup, a cyclopentyl group, a cyclohexyl group, and a cycloheptyl group.The term “C₃-C₁₀ cycloalkylene group,” as used herein, refers to adivalent group having substantially the same structure as the C₃-C₁₀cycloalkyl group.

The term “C₁-C₁₀ heterocycloalkyl group,” as used herein, refers to amonovalent monocyclic group having at least one heteroatom selected fromN, O, Si, P, and S as a ring-forming atom and 1 to 10 carbon atoms, andexamples thereof include a 1,2,3,4-oxatriazolidinyl group, atetrahydrofuranyl group, and a tetrahydrothiophenyl group. The term“C₁-C₁₀ heterocycloalkylene group,” as used herein, refers to a divalentgroup having substantially the same structure as the C₁-C₁₀heterocycloalkyl group.

The term “C₃-C₁₀ cycloalkenyl group,” as used herein, refers to amonovalent monocyclic group that has 3 to 10 carbon atoms and at leastone carbon-carbon double bond in the ring thereof and no aromaticity,and examples thereof include a cyclopentenyl group, a cyclohexenylgroup, and a cycloheptenyl group. The term “C₃-C₁₀ cycloalkenylenegroup,” as used herein, refers to a divalent group having substantiallythe same structure as the C₃-C₁₀ cycloalkenyl group.

The term “C₁-C₁₀ heterocycloalkenyl group,” as used herein, refers to amonovalent monocyclic group that has at least one heteroatom selectedfrom N, O, Si,

P, and S as a ring-forming atom, 1 to 10 carbon atoms, and at least onecarbon-carbon double bond in its ring. Non-limiting examples of theC₁-C₁₀ heterocycloalkenyl group include a4,5-dihydro-1,2,3,4-oxatriazolyl group, a 2,3-dihydrofuranyl group, anda 2,3-dihydrothiophenyl group. The term “C₁-C₁₀ heterocycloalkenylenegroup,” as used herein, refers to a divalent group having substantiallythe same structure as the C₁-C₁₀ heterocycloalkenyl group.

The term “C₆-C₆₀ aryl group,” as used herein, refers to a monovalentgroup having a carbocyclic aromatic system having 6 to 60 carbon atoms,and the term “C₆-C₆₀ arylene group,” as used herein, refers to adivalent group having a carbocyclic aromatic system having 6 to 60carbon atoms. Non-limiting examples of the C₆-C₆₀ aryl group include aphenyl group, a naphthyl group, an anthracenyl group, a phenanthrenylgroup, a pyrenyl group, and a chrysenyl group. When the C₆-C₆₀ arylgroup and the C₆-C₆₀ arylene group each include two or more rings, therings may be fused to each other (e.g., combined together).

The term “C₁-C₆₀ heteroaryl group,” as used herein, refers to amonovalent group having a carbocyclic aromatic system that has at leastone heteroatom selected from N, O, Si, P, and S as a ring-forming atom,in addition to 1 to 60 carbon atoms. The term “C₁-C₆₀ heteroarylenegroup,” as used herein, refers to a divalent group having a carbocyclicaromatic system that has at least one heteroatom selected from N, O, Si,P, and S as a ring-forming atom, in addition to 1 to 60 carbon atoms.Non-limiting examples of the C₁-C₆₀ heteroaryl group include a pyridinylgroup, a pyrimidinyl group, a pyrazinyl group, a pyridazinyl group, atriazinyl group, a quinolinyl group, and an isoquinolinyl group. Whenthe C₁-C₆₀ heteroaryl group and the C₁-C₆₀ heteroarylene group eachinclude two or more rings, the rings may be condensed with each other(e.g., combined together).

The term “C₆-C₆₀ aryloxy group,” as used herein, refers to —OA₁₀₂(wherein A₁₀₂ is the C₆-C₆₀ aryl group), and the term “C₆-C₆₀ arylthiogroup,” as used herein, indicates —SA₁₀₃ (wherein A₁₀₃ is the C₆-C₆₀aryl group).

The term “monovalent non-aromatic condensed polycyclic group,” as usedherein, refers to a monovalent group (for example, having 8 to 60 carbonatoms) having two or more rings condensed with each other (e.g.,combined together), only carbon atoms as ring-forming atoms, and noaromaticity in its entire molecular structure (e.g., the entire groupand/or molecule is not aromatic). An example of the monovalentnon-aromatic condensed polycyclic group is a fluorenyl group. The term“divalent non-aromatic condensed polycyclic group,” as used herein,refers to a divalent group having substantially the same structure asthe monovalent non-aromatic condensed polycyclic group.

The term “monovalent non-aromatic condensed heteropolycyclic group,” asused herein, refers to a monovalent group (for example, having 1 to 60carbon atoms) having two or more rings condensed to each other (e.g.,combined together), at least one heteroatom selected from N, O, Si, P,and S, other than carbon atoms, as a ring-forming atom, and noaromaticity in its entire molecular structure (e.g., the entire groupand/or molecule is not aromatic). An example of the monovalentnon-aromatic condensed heteropolycyclic group is a carbazolyl group. Theterm “divalent non-aromatic condensed heteropolycyclic group,” as usedherein, refers to a divalent group having substantially the samestructure as the monovalent non-aromatic condensed heteropolycyclicgroup.

The term “C₅-C₆₀ carbocyclic group,” as used herein, refers to amonocyclic or polycyclic group having 5 to 60 carbon atoms in which aring-forming atom is a carbon atom only. The C₅-C₆₀ carbocyclic groupmay be an aromatic carbocyclic group or a non-aromatic carbocyclicgroup. The C₅-C₆₀ carbocyclic group may be a ring, such as benzene, amonovalent group, such as a phenyl group, or a divalent group, such as aphenylene group. In one or more embodiments, depending on the number ofsubstituents connected to the C₅-C₆₀ carbocyclic group, the C₅-C₆₀carbocyclic group may be a trivalent group or a quadrivalent group.

The term “C₁-C₆₀ heterocyclic group,” as used herein, refers to a grouphaving substantially the same structure as the C₁-C₆₀ carbocyclic group,except that as a ring-forming atom, at least one heteroatom selectedfrom N, O, Si, P, and S is used in addition to carbon (the number ofcarbon atoms may be in a range of 1 to 60).

In the present disclosure, at least one substituent of the substitutedC₅-C₆₀ carbocyclic group, the substituted C₁-C₆₀ heterocyclic group, thesubstituted C₃-C₁₀ cycloalkylene group, the substituted C₁-C₁₀heterocycloalkylene group, the substituted C₃-C₁₀ cycloalkenylene group,the substituted C₁-C₁₀ heterocycloalkenylene group, the substitutedC₆-C₆₀ arylene group, the substituted C₁-C₆₀ heteroarylene group, thesubstituted divalent non-aromatic condensed polycyclic group, thesubstituted divalent non-aromatic condensed heteropolycyclic group, thesubstituted C₁-C₆₀ alkyl group, the substituted C₂-C₆₀ alkenyl group,the substituted C₂-C₆₀ alkynyl group, the substituted C₁-C₆₀ alkoxygroup, the substituted C₃-C₁₀ cycloalkyl group, the substituted C₁-C₁₀heterocycloalkyl group, the substituted C₃-C₁₀ cycloalkenyl group, thesubstituted C₁-C₁₀ heterocycloalkenyl group, the substituted C₆-C₆₀ arylgroup, the substituted C₆-C₆₀ aryloxy group, the substituted C₆-C₆₀arylthio group, the substituted C₁-C₆₀ heteroaryl group, the substitutedmonovalent non-aromatic condensed polycyclic group, and the substitutedmonovalent non-aromatic condensed heteropolycyclic group may be selectedfrom:

deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amidino group, a hydrazino group, a hydrazono group, a C₁-C₆₀alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, and aC₁-C₆₀ alkoxy group;

a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group,and a C₁-C₆₀ alkoxy group, each substituted with at least one selectedfrom deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, anitro group, an amidino group, a hydrazino group, a hydrazono group, aC₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,a monovalent non-aromatic condensed heteropolycyclic group,—Si(Q₁₁)(Q₁₂)(Q₁₃), —N(Q₁₁)(Q₁₂), —B(Q₁₁)(Q₁₂), —C(═O)(Q₁₁),—S(═O)₂(Q₁₁), and —P(═O)(Q₁₁)(Q₁₂);

a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,and a monovalent non-aromatic condensed heteropolycyclic group;

a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,and a monovalent non-aromatic condensed heteropolycyclic group, eachsubstituted with at least one selected from deuterium, —F, —Cl, —Br, —I,a hydroxyl group, a cyano group, a nitro group, an amidino group, ahydrazino group, a hydrazono group, a C₁-C₆₀ alkyl group, a C₂-C₆₀alkenyl group, a C₂-C₆₀ alkynyl group, a C₁-C₆₀ alkoxy group, a C₃-C₁₀cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenylgroup, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀ heteroaryl group, amonovalent non-aromatic condensed polycyclic group, a monovalentnon-aromatic condensed heteropolycyclic group, —Si(Q₂₁)(Q₂₂)(Q₂₃),—N(Q₂₁)(Q₂₂), —B(Q₂₁)(Q₂₂), —C(═O)(Q₂₁), —S(═O)₂(Q₂₁), and—P(═O)(Q₂₁)(Q₂₂); and —Si(Q₃₁)(Q₃₂)(Q₃₃), —N(Q₃₁)(Q₃₂), —B(Q₃₁)(Q₃₂),—C(═O)(Q₃₁), —S(═O)₂(Q₃₁), and —P(═O)(Q₃₁)(Q₃₂), and

Q₁₁ to Q₁₃, Q₂₁ to Q₂₃, and Q₃₁ to Q₃₃ may each independently beselected from hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, acyano group, a nitro group, an amidino group, a hydrazino group, ahydrazono group, a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀alkynyl group, a C₁-C₆₀ alkoxy group, a C₃-C₁₀ cycloalkyl group, aC₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₁-C₁₀heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₁-C₆₀ heteroarylgroup, a monovalent non-aromatic condensed polycyclic group, amonovalent non-aromatic condensed heteropolycyclic group, a biphenylgroup, and a terphenyl group.

The term “Ph,” as used herein represents a phenyl group, the term “Me,”as used herein, represents a methyl group, the term “Et,” as usedherein, represents an ethyl group, the term “ter-Bu” or “Bu^(t),” asused herein, represents a tert-butyl group, and the term “OMe,” as usedherein represents a methoxy group.

The term “biphenyl group,” as used herein, refers to a “phenyl groupsubstituted with a phenyl group. The “biphenyl group” is a “substitutedphenyl group” having a “C₆-C₆₀ aryl group” as a substituent.

The term “terphenyl group,” as used herein, refers to a “phenyl groupsubstituted with a biphenyl group. The “terphenyl group” is a “phenylgroup” having, as a substituent, a “C₆-C₆₀ aryl group substituted with aC₆-C₆₀ aryl group.”

The terms * and *′, as used herein, unless defined otherwise, each referto a binding site to a neighboring atom in a corresponding formula.

Hereinafter, a compound according to embodiments and an organiclight-emitting device according to embodiments will be described in moredetail with reference to Synthesis Examples and Examples. The expression“B was used instead of A” used in describing Synthesis Examples andExamples means that an identical (e.g., substantially identical) numberof molar equivalents of B was used in place of molar equivalents of A.

EXAMPLES Synthesis Example 1: Synthesis of Compound 1

(1) Synthesis of Intermediate 1-1

2.47 g (10.0 mmol) of 2-bromodibenzo[b,d]furan, 2.09 g (10.0 mmol) of9,9-dimethyl-9,10-dihydroacridine, 0.1 g (0.5 mmol) of CuI, 0.09 g (0.5mmol) of 1,10-phenanthroline, and 4.14 g (30.0 mmol) of K₂CO₃ weredissolved in 60 mL of DMF, and then, stirred at a temperature of 150° C.for 16 hours. The reaction solution was cooled to ambient temperature,and then subjected to an extraction process three times by using 60 mLof water and 60 mL of diethyl ether. An organic layer obtained therefromwas dried by using magnesium sulfate, and a resultant product wasseparated and purified by silica gel column chromatography, therebyobtaining 2.25 g (yield: 60%) of Intermediate 1-1. The obtained compoundwas identified by LC-MS. C₂₇H₂₁NO: M⁺ 375.2

(2) Synthesis of Intermediate 1-2

3.75 g (10 mmol) of Intermediate 1-1 was dissolved in 30 mL of THF, andnormal butyllithium (5 mL, 2.5 M in Hexane) was added thereto at atemperature of −78° C. The mixture was stirred at room temperature for 1hour. After one hour at a temperature of −78° C., 20 mL (20 mmol, 1 M indiethyl ether) of trimethyl borate was added thereto. Then, the mixedsolution was stirred at room temperature for 5 hours, and then, 5 mL of1 M hydrochloric acid and water were added thereto. A washing processwas performed thereon three times by using diethylether (30 mL). Aresultant washed diethylether layer was dried by using MgSO₄, and then,dried again under reduced pressure. A resultant product was subjected toa washing process two more times by using 50 mL of a methylene chloridesolvent, thereby obtaining 2.93 g (yield: 70%) of Intermediate 1-2. Theobtained compound was confirmed by LC-MS. C₂₇H₂₂BNO₃: M⁺ 419.2

(3) Synthesis of Compound 1

4.19 g (10 mmol) of Intermediate 1-2, 3.24 g (10 mmol) of4-bromotriphenylamine, 0.58 g (0.5 mmol) oftetrakis(triphenylphosphine)palladium (Pd(PPh₃)₄), and 4.14 g (30 mmol)of K₂CO₃ were dissolved in 60 mL of a mixed solution of THF/H₂O (to avolume ratio of 2/1), and then, stirred at a temperature of 80° C. for16 hours. The reaction solution was cooled to room temperature, andthen, 40 mL of water was added thereto, and an extraction process wasperformed thereon three times with 50 mL of ethyl ether. An organiclayer obtained therefrom was dried by using magnesium sulfate, and aresultant product was separated and purified by silica gel columnchromatography, thereby obtaining 4.02 g (yield: 65%) of Compound 1. Theobtained compound was identified by MS/FAB and ¹H NMR. C₄₅H₃₄N₂O: calc.:618.27. found: 618.17.

Synthesis Example 2: Synthesis of Compound 7

(1) Synthesis of Intermediate 7-1

4.19 g (10 mmol) of Intermediate 1-2, 4.24 g (15 mmol) of1-bromo-4-iodobenzene, 0.58 g (0.5 mmol) of Pd(PPh₃)₄, and 4.14 g (30mmol) of K₂CO₃ were dissolved in 60 mL of a mixed solution of THF/H₂O(to a volume ratio of 2/1), and then, stirred at a temperature of 80° C.for 16 hours. The reaction solution was cooled to room temperature, andthen, 40 mL of water was added thereto, and an extraction process wasperformed thereon three times with 50 mL of ethyl ether. An organiclayer obtained therefrom was dried by using magnesium sulfate, and arestiltant product was separated and purified by silica gel columnchromatography, thereby obtaining 3.45 g (yield: 65%) of Intermediate7-1. The obtained compound was confirmed by LC-MS. C₃₃H₂₄BrNO: M⁺ 530.5

(2) Synthesis of Intermediate 7-2

5.30 g (10 mmol) of Intermediate 7-1, 1.86 g (20 mmol) of aniline, 0.46g (0.5 mmol) of tris(dibenzylideneacetone)dipalladium (0) (Pd₂dba₃), and2.88 g (30 mmol) of sodium tert-butoxide were dissolved in 60 mL oftoluene, and then, stirred at a temperature of 80° C. for 3 hours. Thereaction solution was cooled to room temperature, and then, 40 mL ofwater was added thereto, and an extraction process was performed thereonthree times with 50 mL of ethyl ether. An organic layer obtainedtherefrom was dried by using magnesium sulfate, and a resultant productwas separated and purified by silica gel column chromatography, therebyobtaining 3.80 g (yield: 70%) of Intermediate 7-2. The obtained compoundwas confirmed by LC-MS. C₃₉H₃₀N₂O: M⁺ 542.7

(3) Synthesis of Compound 7

5.43 g (10 mmol) of Intermediate 7-2, 3.97 g (10 mmol) of2-bromo-9,9-diphenyl-9H-fluorene, 0.46 g (0.5 mmol) of Pd₂dba₃, and 2.88g (30 mmol) of sodium tert-butoxide were dissolved in 60 mL of toluene,and then, stirred at a temperature of 80° C. for 3 hours. The reactionsolution was cooled to room temperature, and then, 40 mL of water wasadded thereto, and an extraction process was performed thereon threetimes with 50 mL of ethyl ether. An organic layer obtained therefrom wasdried by using magnesium sulfate, and a resultant product was separatedand purified by silica gel column chromatography, thereby obtaining 3.80g (yield: 70%) of Compound 7. The obtained compound was identified byMS/FAB and ¹H NMR. C₆₄H₄₆N₂O: M⁺ calc.: 859.09. found: 859.00.

Synthesis Example 3: Synthesis of Compound 15

4.95 g (yield: 70%) of Compound 15 was synthesized in substantially thesame manner as in synthesizing Compound 7, except that2-bromodibenzo[b,d]furan (10 mmol) was used instead of2-bromo-9,9-diphenyl-9H-fluorene. The obtained compound was identifiedby MS/FAB and ¹H NMR. C₅₁H₃₆N₂O₂: M⁺ cal.: 708.86. found: 708.76.

Synthesis Example 4: Synthesis of Compound 25

4.46 g (yield: 70%) of Compound 25 was synthesized in substantially thesame manner as in synthesizing Compound 7, except that1-bromo-4-fluorobenzene (10 mmol) was used instead of2-bromo-9,9-diphenyl-9H-fluorene. The obtained compound was identifiedby MS/FAB and ¹H NMR. C₄₅H₃₃FN₂O: M⁺ calc.: 636.77, found: 636.67.

Synthesis Example 5: Synthesis of Compound 29

4.44 g (yield: 70%) of Compound 29 was synthesized in substantially thesame manner as in synthesizing Compound 1, except that2-bromodibenzo[b,d]thiophene (10 mmol) was used instead of2-bromodibenzo[b,d]furan. The obtained compound was identified by MS/FABand ¹H NMR. C₄₅H₃₄N₂S: M⁺ calc.: 634.84. found: 634.74.

Synthesis Example 6: Synthesis of Compound 35

6.13 g (yield: 70%) of Compound 35 was synthesized in substantially thesame manner as in synthesizing Compound 7, except that2-bromodibenzo[b,d]thiophene (10 mmol) was used instead of2-bromodibenzo[b,d]furan. The obtained compound was identified by MS/FABand ¹H NMR. C₆₄H₄₆N₂S: M⁺ calc.: 875.15. found: 875.05.

Synthesis Example 7: Synthesis of Compound 43

5.07 g (yield: 70%) of Compound 43 was synthesized in substantially thesame manner as in synthesizing Compound 15, except that2-bromodibenzo[b,d]thiophene (10 mmol) was used instead of2-bromodibenzo[b,d]furan. The obtained compound was identified by MS/FABand ¹H NMR. C₅₁H₃₆N₂OS: M⁺ calc.: 724.92. found: 724.82.

Synthesis Example 8: Synthesis of Compound 53

4.57 g (yield: 70%) of Compound 53 was synthesized in substantially thesame manner as in synthesizing Compound 25, except that2-bromodibenzo[b,d]thiophene (10 mmol) was used instead of2-bromodibenzo[b,d]furan. The obtained compound was identified by MS/FABand H NMR. C₄₅H₃₃FN₂S: M⁺ calc.: 652.83. found: 652.73.

The ¹H NMR and MS/FAB results with respect to the compounds synthesizedaccording to Synthesis Examples 1 to 8 are shown in Table 1.

Methods of synthesizing compounds other than the compound shown in Table1 would be readily recognizable by one of ordinary skill in the art byreferring to the synthesis path and source materials described above.

TABLE 1 MS/FAB Compound ¹H NMR(CDCl₃, 400 MHz) found calc. 17.90-7.88(d, 1H), 7.68-7.66(d, 1H), 7.54-7.33(m, 7H), 618.17 618.277.08-6.83(m, 11H), 6.67-6.63(m, 4H), 6.16-6.13(d, 4H), 1.71(s, 6H) 77.90-7.84(m, 2H), 7.68-7.66(d, 2H), 7.58-7.33(m, 9H), 859.00 859.097.19-6.79(m, 21H), 6.66-6.63(m, 4H), 6.37(s, 1H), 6.23-6.21 (d, 2H),1.71(s, 6H) 15 7.90-7.88(d, 1H), 7.84-7.82(d, 1H), 7.74-7.66(m, 2H),708.76 708.86 7.57-7.33(m, 11H), 7.09-6.63(m, 13H), 6.31-6.29(d, 2H),1.71(s, 6H) 25 7.90-7.88(d, 1H), 7.68-7.66(d, 1H), 7.54-7.33(m, 7H),636.67 636.77 7.08-6.83(m, 11H), 6.72-6.62(m, 3H), 6.48-6.43(d, 2H),6.23-6.19(d, 2H), 1.71(s, 6H) 29 8.09-8.07(d. 1H), 7.91-7.89(d, 1H),7.66-7.41(m, 7H), 634.74 634.84 7.08-6.83(m, 11H), 6.66-6.63(m, 2H),6.52-6.48(d, 2H), 6.16-6.13(d, 2H), 1.71(s, 6H) 35 8.09-8.07(d. 1H),7.91-7.84(m, 2H), 7.66-7.41(m, 7H), 875.05 875.15 7.19-6.79(m, 21H),6.66-6.63(m, 2H), 6.52- 6.48(d, 2H), 6.37(s, 1H), 6.23-6.21(d, 2H),1.17(s, 6H) 43 :8.09-8.07(d. 1H), 7.91-7.89(d, 1H), 7.84-7.82(d, 1H),724.82 724.92 7.74-7.72(d, 1H), 7.66-7.40(m, 11H), 7.09- 6.83(m, 10H),6.66-6.59(m, 3H), 6.31-6.29(d, 2H), 1.17(s, 6H) 53 8.09-8.07(d. 1H),7.91-7.89(d, 1H), 7.66-7.41(m, 7H), 652.73 652.83 7.08-6.83(m, 11H),6.66-6.44(m, 5H), 6.22-6.20(d, 2H), 1.71(s, 6H)

Comparative Example 1

As an anode, a Corning glass substrate, on which 15 Ω/cm² (1,200 Å) ITOwas formed, was cut into a size of 50 mm×50 mm×0.7 mm, sonicated withisopropyl alcohol and pure water each for 5 minutes, and then, cleanedby exposure to ultraviolet rays and ozone for 30 minutes. Then, theglass substrate was provided to a vacuum deposition apparatus.

First, 2-TNATA, which is a previously existing material, wasvacuum-deposited on the substrate to form a hole injection layer havinga thickness of 600 Å. Then,4,4′-bis[N-(1-naphthyl)-N-phenylamino]biphenyl (hereinafter, referred toas NPB), which is a previously existing hole transporting compound, wasvacuum-deposited on the hole injection layer to form a hole transportlayer having a thickness of 300 Å.

9,10-di-naphthalene-2-yl-anthracene (hereinafter, referred to as ADN),which is a previously existing compound as a blue fluorescent host, wasformed on the hole transport layer, and4,4′-bis[2-(4-(N,N-diphenylamino)phenyl)vinyl]biphenyl (hereinafter,referred to as DPAVBi), which is a previously existing compound as ablue fluorescent dopant, were co-deposited to a weight ratio of 98:2 onthe hole transport layer to form an emission layer having a thickness of300 Å.

Next, Alq₃ was deposited on the emission layer to form an electrontransport layer having a thickness of 300 Å, and LiF, which is ahalogenated alkali metal, was deposited on the electron transport layerto form an electron injection layer having a thickness of 10 Å. Al wasthen vacuum-deposited on the electron injection layer to form a LiF/Alelectrode having a thickness of 3,000 Å (cathode electrode), therebycompleting the manufacture of an organic light-emitting device.

Example 1

An organic light-emitting device was manufactured in substantially thesame manner as in Comparative Example 1, except that Compound 1 was usedinstead of NPB in forming a hole transport layer.

Example 2

An organic light-emitting device was manufactured in substantially thesame manner as in Comparative Example 1, except that Compound 7 was usedinstead of NPB in forming a hole transport layer.

Example 3

An organic light-emitting device was manufactured in substantially thesame manner as in Comparative Example 1, except that Compound 15 wasused instead of NPB in forming a hole transport layer.

Example 4

An organic light-emitting device was manufactured in substantially thesame manner as in Comparative Example 1, except that Compound 25 wasused instead of NPB in forming a hole transport layer.

Example 5

An organic light-emitting device was manufactured in substantially thesame manner as in Comparative Example 1, except that Compound 29 wasused instead of NPB in forming a hole transport layer.

Example 6

An organic light-emitting device was manufactured in substantially thesame manner as in Comparative Example 1, except that Compound 35 wasused instead of NPB in forming a hole transport layer.

Example 7

An organic light-emitting device was manufactured in substantially thesame manner as in Comparative Example 1, except that Compound 43 wasused instead of NPB in forming a hole transport layer.

Example 8

An organic light-emitting device was manufactured in substantially thesame manner as in Comparative Example 1, except that Compound 53 wasused instead of NPB in forming a hole transport layer.

Comparative Example 2

An organic light-emitting device was manufactured in substantially thesame manner as in Comparative Example 1, except that Compound A was usedinstead of NPB in forming a hole transport layer:

Comparative Example 3

An organic light-emitting device was manufactured in substantially thesame manner as in Comparative Example B, except that Compound B was usedinstead of NPB in forming a hole transport layer:

Comparative Example 4

An organic light-emitting device was manufactured in substantially thesame manner as in Comparative Example 1, except that Compound C was usedinstead of NPB in forming a hole transport layer:

Evaluation Example 1

The driving voltage, emission efficiency, and color coordinates of theorganic light-emitting devices manufactured according to Examples 1 to 8and Comparative Examples 1 to 4 were measured by using Keithley SMU 236and a luminance meter PR650, and results thereof are shown in Table 2.

TABLE 2 Half Hole Driving Current lifespan transporting voltage densityBrightness Efficiency Emission (hr @100 material (V) (mA/cm²) (cd/m²)(cd/A) color mA/cm²) Example 1 Compound 4.89 50 3410 6.82 Blue 412 1Example 2 Compound 4.87 50 3435 6.87 Blue 406 7 Example 3 Compound 4.6450 3385 6.77 Blue 419 15 Example 4 Compound 4.56 50 3460 6.92 Blue 42325 Example 5 Compound 4.67 50 3475 6.95 Blue 410 29 Example 6 Compound4.72 50 3440 6.88 Blue 408 35 Example 7 Compound 4.79 50 3280 6.56 Blue420 43 Example 8 Compound 4.81 50 3360 6.72 Blue 392 53 Comparative NPB7.01 50 2645 5.29 Blue 258 Example 1 Comparative Compound 5.02 50 30106.02 Blue 351 Example 2 A Comparative Compound 5.21 50 2990 5.98 Blue363 Example 3 B Comparative Compound 5.16 50 3120 6.24 Blue 372 Example4 C

Referring to Table 2, it was confirmed that the organic light-emittingdevices of Examples 1 to 8 have a low driving voltage and a highefficiency as compared with the organic light-emitting devices ofComparative Examples 1 to 4. It was also confirmed that the organiclight-emitting devices of Examples 1 to 8 have high luminance and longlifespan as compared with the organic light-emitting devices ofComparative Examples 1 to 4.

An organic light-emitting device including the heterocyclic compoundaccording to an embodiment may have a low driving voltage, highbrightness, high efficiency, and long lifespan.

It should be understood that embodiments described herein should beconsidered in a descriptive sense only and not for purposes oflimitation. Descriptions of features or aspects within each embodimentshould typically be considered as available for other similar featuresor aspects in other embodiments.

It will be understood that, although the terms “first,” “second,”“third,” etc., may be used herein to describe various elements,components, regions, layers and/or sections, these elements, components,regions, layers and/or sections should not be limited by these terms.These terms are used to distinguish one element, component, region,layer or section from another element, component, region, layer orsection. Thus, a first element, component, region, layer or sectiondescribed below could be termed a second element, component, region,layer or section, without departing from the spirit and scope of thepresent disclosure.

Spatially relative terms, such as “beneath,” “below,” “lower,” “under,”“above,” “upper,” and the like, may be used herein for ease ofexplanation to describe one element or feature's relationship to anotherelement(s) or feature(s) as illustrated in the figures. It will beunderstood that the spatially relative terms are intended to encompassdifferent orientations of the device in use or in operation, in additionto the orientation depicted in the figures. For example, if the devicein the figures is turned over, elements described as “below” or“beneath” or “under” other elements or features would then be oriented“above” the other elements or features. Thus, the example terms “below”and “under” can encompass both an orientation of above and below. Thedevice may be otherwise oriented (e.g., rotated 90 degrees or at otherorientations) and the spatially relative descriptors used herein shouldbe interpreted accordingly.

It will be understood that when an element or layer is referred to asbeing “on,” “connected to,” or “coupled to” another element or layer, itcan be directly on, connected to, or coupled to the other element orlayer, or one or more intervening elements or layers may be present. Inaddition, it will also be understood that when an element or layer isreferred to as being “between” two elements or layers, it can be theonly element or layer between the two elements or layers, or one or moreintervening elements or layers may also be present.

The terminology used herein is for the purpose of describing particularembodiments only and is not intended to be limiting of the presentdisclosure. As used herein, the singular forms “a” and “an” are intendedto include the plural forms as well, unless the context clearlyindicates otherwise. It will be further understood that the terms“comprises,” “comprising,” “includes,” and “including,” when used inthis specification, specify the presence of the stated features,integers, acts, operations, elements, and/or components, but do notpreclude the presence or addition of one or more other features,integers, acts, operations, elements, components, and/or groups thereof.

As used herein, the terms “substantially,” “about,” and similar termsare used as terms of approximation and not as terms of degree, and areintended to account for the inherent deviations in measured orcalculated values that would be recognized by those of ordinary skill inthe art. Further, the use of “may” when describing embodiments of thepresent disclosure refers to “one or more embodiments of the presentdisclosure.” As used herein, the terms “use,” “using,” and “used” may beconsidered synonymous with the terms “utilize,” “utilizing,” and“utilized,” respectively. Also, the term “exemplary” is intended torefer to an example or illustration.

Also, any numerical range recited herein is intended to include allsubranges of the same numerical precision subsumed within the recitedrange. For example, a range of “1.0 to 10.0” is intended to include allsubranges between (and including) the recited minimum value of 1.0 andthe recited maximum value of 10.0, that is, having a minimum value equalto or greater than 1.0 and a maximum value equal to or less than 10.0,such as, for example, 2.4 to 7.6. Any maximum numerical limitationrecited herein is intended to include all lower numerical limitationssubsumed therein, and any minimum numerical limitation recited in thisspecification is intended to include all higher numerical limitationssubsumed therein. Accordingly, Applicant reserves the right to amendthis specification, including the claims, to expressly recite anysub-range subsumed within the ranges expressly recited herein.

While one or more embodiments have been described with reference to theaccompanying drawing, it will be understood by those of ordinary skillin the art that various changes in form and details may be made thereinwithout departing from the spirit and scope as defined by the followingclaims, and equivalents thereof.

What is claimed is:
 1. A heterocyclic compound represented by Formula 1:

wherein, in Formulae 1 and 2, A₁ to A₄ are each independently a C₅-C₆₀carbocyclic group or a C₂-C₆₀ heterocyclic group, X₁ is O or S, X₂ isC(R₆₀)(R₇₀), L₁₀ to L₁₃ are each independently selected from asubstituted or unsubstituted C₃-C₁₀ cycloalkylene group, a substitutedor unsubstituted C₁-C₁₀ heterocycloalkylene group, a substituted orunsubstituted C₃-C₁₀ cycloalkenylene group, a substituted orunsubstituted C₁-C₁₀ heterocycloalkenylene group, a substituted orunsubstituted C₆-C₆₀ arylene group, a substituted or unsubstitutedC₁-C₆₀ heteroarylene group, a substituted or unsubstituted divalentnon-aromatic condensed polycyclic group, and a substituted orunsubstituted divalent non-aromatic condensed heteropolycyclic group,a10, a11, a12, and a13 are each independently an integer of 0 to 5,wherein, when a10 is two or more, L₁₀(s) are identical to or differentfrom each other, when a11 is two or more, L₁₁(s) are identical to ordifferent from each other, when a12 is two or more, L₁₂(s) are identicalto or different from each other, when a13 is two or more, L₁₃(s) areidentical to or different from each other, when a10 is 0, L₁₀ is asingle bond, when a11 is 0, L₁₁ is a single bond, when a12 is 0, L₁₂ isa single bond, and when a13 is 0, L₁₃ is a single bond, Ar₁ and Ar₂ areeach independently hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxylgroup, a cyano group, a nitro group, an amidino group, a hydrazinogroup, a hydrazono group, a substituted or unsubstituted C₁-C₆₀ alkylgroup, a substituted or unsubstituted C₂-C₆₀ alkenyl group, asubstituted or unsubstituted C₂-C₆₀ alkynyl group, a substituted orunsubstituted C₁-C₆₀ alkoxy group, a substituted or unsubstituted C₃-C₁₀cycloalkyl group, a substituted or unsubstituted C₁-C₁₀ heterocycloalkylgroup, a substituted or unsubstituted C₃-C₁₀ cycloalkenyl group, asubstituted or unsubstituted C₁-C₁₀ heterocycloalkenyl group, asubstituted or unsubstituted C₆-C₆₀ aryl group, a substituted orunsubstituted C₆-C₆₀ aryloxy group, a substituted or unsubstitutedC₆-C₆₀ arylthio group, a substituted or unsubstituted C₁-C₆₀ heteroarylgroup, a substituted or unsubstituted monovalent non-aromatic condensedpolycyclic group, a substituted or unsubstituted monovalent non-aromaticcondensed heteropolycyclic group, —Si(Q₁)(Q₂)(Q₃), —N(Q₁)(Q₂),—B(Q₁)(Q₂), —C(═O)(Q₁), —S(═O)(Q₁), or —P(═O)(Q₁)(Q₂), R₁₀ and R₂₀ areeach independently a group represented by Formula 2, hydrogen,deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amidino group, a hydrazino group, a hydrazono group, asubstituted or unsubstituted C₁-C₆₀ alkyl group, a substituted orunsubstituted C₂-C₆₀ alkenyl group, a substituted or unsubstitutedC₂-C₆₀ alkynyl group, a substituted or unsubstituted C₁-C₆₀ alkoxygroup, a substituted or unsubstituted C₃-C₁₀ cycloalkyl group, asubstituted or unsubstituted C₁-C₁₀ heterocycloalkyl group, asubstituted or unsubstituted C₃-C₁₀ cycloalkenyl group, a substituted orunsubstituted C₁-C₁₀ heterocycloalkenyl group, a substituted orunsubstituted C₆-C₆₀ aryl group, a substituted or unsubstituted C₆-C₆₀aryloxy group, a substituted or unsubstituted C₆-C₆₀ arylthio group, asubstituted or unsubstituted C₁-C₆₀ heteroaryl group, a substituted orunsubstituted monovalent non-aromatic condensed polycyclic group, asubstituted or unsubstituted monovalent non-aromatic condensedheteropolycyclic group, —Si(Q₁)(Q₂)(Q₃), —N(Q₁)(Q₂), —B(Q₁)(Q₂),—C(═O)(Q₁), —S(═O)(Q₁), or —P(═O)(Q₁)(Q₂), at least one selected fromR₁₀ and R₂₀ is a group represented by Formula 2, b10 and b20 are eachindependently an integer of 1 to 8, wherein, when b10 is two or more,R₁₀(s) are identical to or different from each other, and when b20 istwo or more, R₂₀(s) are identical to or different from each other, R₃₀,R₄₀, R₅₀, R₆₀, and R₇₀ are each independently a binding site to Formula1, or are each independently hydrogen, deuterium, —F, —Cl, —Br, ahydroxyl group, a cyano group, a nitro group, an amidino group, ahydrazino group, a hydrazono group, a substituted or unsubstitutedC₁-C₆₀ alkyl group, a substituted or unsubstituted C₂-C₆₀ alkenyl group,a substituted or unsubstituted C₂-C₆₀ alkynyl group, a substituted orunsubstituted C₁-C₆₀ alkoxy group, a substituted or unsubstituted C₃-C₁₀cycloalkyl group, a substituted or unsubstituted C₁-C₁₀ heterocycloalkylgroup, a substituted or unsubstituted C₃-C₁₀ cycloalkenyl group, asubstituted or unsubstituted C₁-C₁₀ heterocycloalkenyl group, asubstituted or unsubstituted C₆-C₆₀ aryl group, a substituted orunsubstituted C₆-C₆₀ aryloxy group, a substituted or unsubstitutedC₆-C₆₀ arylthio group, a substituted or unsubstituted C₁-C₆₀ heteroarylgroup, a substituted or unsubstituted monovalent non-aromatic condensedpolycyclic group, a substituted or unsubstituted monovalent non-aromaticcondensed heteropolycyclic group, —Si(Q₁)(Q₂)(Q₃), —N(Q₁)(Q₂),—B(Q₁)(Q₂), —C(═O)(Q₁), —S(═O)(Q₁), or —P(═O)(Q₁)(Q₂), any one selectedfrom R₃₀, R₄₀, R₅₀, R₆₀, and R₇₀ is a binding site to Formula 1, b30 andb40 are each independently an integer of 1 to 8, wherein, when b30 istwo or more, R₃₀(s) are identical to or different from each other, andwhen b40 is two or more, R₄₀(s) are identical to or different from eachother, at least one substituent of the substituted C₅-C₆₀ carbocyclicgroup, the substituted C₂-C₆₀ heterocyclic group, the substituted C₃-C₁₀cycloalkylene group, the substituted C₁-C₁₀ heterocycloalkylene group,the substituted C₃-C₁₀ cycloalkenylene group, the substituted C₁-C₁₀heterocycloalkenylene group, the substituted C₆-C₆₀ arylene group, thesubstituted C₁-C₆₀ heteroarylene group, a substituted divalentnon-aromatic condensed polycyclic group, and a substituted divalentnon-aromatic condensed heteropolycyclic group, the substituted C₁-C₆₀alkyl group, the substituted C₂-C₆₀ alkenyl group, the substitutedC₂-C₆₀ alkynyl group, the substituted C₁-C₆₀ alkoxy group, thesubstituted C₃-C₁₀ cycloalkyl group, the substituted C₁-C₁₀heterocycloalkyl group, the substituted C₃-C₁₀ cycloalkenyl group, thesubstituted C₁-C₁₀ heterocycloalkenyl group, the substituted C₆-C₆₀ arylgroup, the substituted C₆-C₆₀ aryloxy group, the substituted C₆-C₆₀arylthio group, the substituted C₁-C₆₀ heteroaryl group, the substitutedmonovalent non-aromatic condensed polycyclic group, and the substitutedmonovalent non-aromatic condensed heteropolycyclic group is selectedfrom: deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, anitro group, an amidino group, a hydrazino group, a hydrazono group, aC₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, anda C₁-C₆₀ alkoxy group; a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, aC₂-C₆₀ alkynyl group, and a C₁-C₆₀ alkoxy group, each substituted withat least one selected from deuterium, —F, —Cl, —Br, —I, a hydroxylgroup, a cyano group, a nitro group, an amidino group, a hydrazinogroup, a hydrazono group, a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₁-C₁₀heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀ aryloxy group, aC₆-C₆₀ arylthio group, a C₁-C₆₀ heteroaryl group, a monovalentnon-aromatic condensed polycyclic group, a monovalent non-aromaticcondensed heteropolycyclic group, —Si(Q₁₁)(Q₁₂)(Q₁₃), —N(Q₁₁)(Q₁₂),—B(Q₁₁)(Q₁₂), —C(═O)(Q₁₁), —S(═O)₂(Q₁₁), and —P(═O)(Q₁₁)(Q₁₂); a C₃-C₁₀cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenylgroup, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀ heteroaryl group, amonovalent non-aromatic condensed polycyclic group, and a monovalentnon-aromatic condensed heteropolycyclic group; a C₃-C₁₀ cycloalkylgroup, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, aC₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀ aryloxygroup, a C₆-C₆₀ arylthio group, a C₁-C₆₀ heteroaryl group, a monovalentnon-aromatic condensed polycyclic group, and a monovalent non-aromaticcondensed heteropolycyclic group, each substituted with at least oneselected from deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyanogroup, a nitro group, an amidino group, a hydrazino group, a hydrazonogroup, a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynylgroup, a C₁-C₆₀ alkoxy group, a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₁-C₁₀heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀ aryloxy group, aC₆-C₆₀ arylthio group, a C₁-C₆₀ heteroaryl group, a monovalentnon-aromatic condensed polycyclic group, a monovalent non-aromaticcondensed heteropolycyclic group, —Si(Q₂₁)(Q₂₂)(Q₂₃), —N(Q₂₁)(Q₂₂),—B(Q₂₁)(Q₂₂), —C(═O)(Q₂₁), —S(═O)₂(Q₂₁), and —P(═O)(Q₂₁)(Q₂₂); and—Si(Q₃₁)(Q₃₂)(Q₃₃), —N(Q₃₁)(Q₃₂), —B(Q₃₁)(Q₃₂), —C(═O)(Q₃₁),—S(═O)₂(Q₃₁), and —P(═O)(Q₃₁)(Q₃₂), and Q₁ to Q₃, Q₁₁ to Q₁₃, Q₂₁ toQ₂₃, and Q₃₁ to Q₃₃ are each independently selected from hydrogen,deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amidino group, a hydrazino group, a hydrazono group, a C₁-C₆₀alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, a C₁-C₆₀alkoxy group, a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkylgroup, a C₃-C₁₀ cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, aC₆-C₆₀ aryl group, a C₁-C₆₀ heteroaryl group, a monovalent non-aromaticcondensed polycyclic group, a monovalent non-aromatic condensedheteropolycyclic group, a biphenyl group, and a terphenyl group.
 2. Theheterocyclic compound of claim 1, wherein A₁ to A₄ are eachindependently selected from a benzene group, a naphthalene group, ananthracene group, a phenanthrene group, a triphenylene group, a pyrenegroup, a chrysene group, a cyclopentadiene group, a1,2,3,4-tetrahydronaphthalene group, a furan group, a thiophene group, asilole group, an indene group, a fluorene group, an indole group, acarbazole group, a benzofuran group, a dibenzofuran group, abenzothiophene group, a dibenzothiophene group, a benzosilole group, anda dibenzosilole group.
 3. The heterocyclic compound of claim 1, wherein:A₁ is a benzene group, and A₂ to A₄ are each independently selected froma benzene group, a naphthalene group, a fluorene group, a carbazolegroup, a dibenzofuran group, and a dibenzothiophene group.
 4. Theheterocyclic compound of claim 1, wherein L₁₀ to L₁₃ are eachindependently represented by one selected from Formulae 3-1 to 3-51:

wherein, in Formulae 3-1 to 3-51, Y₁ is O, S, C(Z₃)(Z₄), N(Z₅), orSi(Z₆)(Z₇), Z₁ to Z₇ are each independently selected from hydrogen,deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amino group, an amidino group, a hydrazine group, a hydrazonegroup, a carboxylic acid group or a salt thereof, a sulfonic acid groupor a salt thereof, a phosphoric acid group or a salt thereof, a C₁-C₂₀alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group, a biphenyl group, aterphenyl group, a naphthyl group, a fluorenyl group, aspiro-bifluorenyl group, a benzofluorenyl group, a dibenzofluorenylgroup, a phenanthrenyl group, an anthracenyl group, a pyrenyl group, achrysenyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinylgroup, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group,a quinoxalinyl group, a quinazolinyl group, a carbazolyl group, adibenzofuranyl group, a dibenzothiophenyl group, a triazinyl group, abenzimidazolyl group, a phenanthrolinyl group, and —Si(Q₃₄)(Q₃₅)(Q₃₆),Q₃₄ to Q₃₆ are each independently selected from a C₁-C₁₀ alkyl group, aC₁-C₁₀ alkoxy group, a phenyl group, a biphenyl group, a terphenylgroup, and a naphthyl group, d2 is an integer of 0 to 2, d3 is aninteger of 0 to 3, d4 is an integer of 0 to 4, d5 is an integer of 0 to5, d6 is an integer of 0 to 6, d8 is an integer of 0 to 8, and and *′each indicate a binding site to a neighboring atom.
 5. The heterocycliccompound of claim 1, wherein Ar₁ and Ar₂ are each independently selectedfrom: hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyanogroup, a nitro group, a methyl group, an ethyl group, a propyl group, anisobutyl group, a sec-butyl group, ter-butyl group, a phenyl group, anaphthyl group, a fluorenyl group, a spiro-bifluorenyl group, aspiro-fluorene-benzofluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a pyrenyl group, a phenalenyl group, aphenanthrenyl group, an anthracenyl group, a fluoranthenyl group, atriphenylenyl group, a dibenzofuranyl group, a dibenzothiophenyl group,a dibenzosilolyl group, a carbazolyl group, a benzocarbazolyl group, adibenzocarbazolyl group, a biphenyl group, and a terphenyl group; and aphenyl group, a naphthyl group, a fluorenyl group, a spiro-bifluorenylgroup, a spiro-fluorene-benzofluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a pyrenyl group, a phenalenyl group, aphenanthrenyl group, an anthracenyl group, a fluoranthenyl group, atriphenylenyl group, a dibenzofuranyl group, a dibenzothiophenyl group,a dibenzosilolyl group, a carbazolyl group, a benzocarbazolyl group, adibenzocarbazolyl group, a biphenyl group, and a terphenyl group, eachsubstituted with at least one selected from deuterium, —F, —Cl, —Br, —I,a hydroxyl group, a cyano group, a nitro group, an amidino group, ahydrazino group, a hydrazono group, a methyl group, an ethyl group, apropyl group, an isobutyl group, a sec-butyl group and ter-butyl group.6. The heterocyclic compound of claim 1, wherein Ar₁ and Ar₂ are eachindependently selected from: hydrogen, deuterium, —F, —Cl, —Br, —I, ahydroxyl group, a cyano group, a nitro group, a methyl group, an ethylgroup, a propyl group, an isobutyl group, a sec-butyl group, ter-butylgroup, pentyl group, an isoamyl group, a hexyl group, and groupsrepresented by Formulae 5-1 to 5-23:

wherein, in Formulae 5-1 to 5-23, Y₃₁ is O, S, C(Z₃₄)(Z₃₅), orSi(Z₃₆)(Z₃₇), Z₃₁ to Z₃₇ are each independently one selected fromhydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group,a nitro group, an amidino group, a hydrazino group, a hydrazono group, aC₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group, a biphenylgroup, a terphenyl group, a naphthyl group, a fluorenyl group, ananthracenyl group, a phenanthrenyl group, an imidazolyl group, apyrazole group, a thiazolyl group, an isothiazolyl group, an oxazolylgroup, an isoxazolyl group, a pyridinyl group, a pyrazinyl group, apyrimidinyl group, a pyridazinyl group, an indazolyl group, a purinylgroup, a quinolinyl group, an isoquinolinyl group, a benzoquinolinylgroup, a phthalazinyl group, a naphthyridinyl group, a quinoxalinylgroup, a quinazolinyl group, a cinnolinyl group, a phenanthridinylgroup, an acridinyl group, a phenanthrolinyl group, a phenazinyl group,a benzimidazolyl group, an isobenzothiazolyl group, a benzoxazolylgroup, an isobenzoxazolyl group, a triazolyl group, a tetrazolyl group,an oxadiazolyl group, a triazinyl group, a thiadiazolyl group, animidazopyridinyl group, an imidazopyrimidinyl group, and anazacarbazolyl group, e2 is an integer of 0 to 2, e3 is an integer of 0to 3, e4 is an integer of 0 to 4, e5 is an integer of 0 to 5, e6 is aninteger of 0 to 6, e7 is an integer of 0 to 7, e9 is an integer of 0 to9, and indicates a binding site to a neighboring atom.
 7. Theheterocyclic compound of claim 1, wherein, in Formula 1, a moietyrepresented by

is selected from Formulae 7-1 to 7-27:

wherein, in Formulae 7-1 to 7-27, * indicates a binding site to aneighboring atom.
 8. The heterocyclic compound of claim 1, wherein R₁₀and R₂₀ are each independently selected from: a group represented byFormula 2, hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, acyano group, a nitro group, a methyl group, an ethyl group, a propylgroup, an isobutyl group, a sec-butyl group, ter-butyl group, a C₁-C₂₀alkoxy group, a cyclopentyl group, a cyclohexyl group, a phenyl group, anaphthyl group, a fluorenyl group, a carbazolyl group, a dibenzofuranylgroup, a dibenzothiophenyl group, a biphenyl group, and a terphenylgroup; and a methyl group, an ethyl group, a propyl group, an isobutylgroup, a sec-butyl group, ter-butyl group, a C₁-C₂₀ alkoxy group, acyclopentyl group, a cyclohexyl group, a phenyl group, a naphthyl group,a fluorenyl group, a carbazolyl group, a dibenzofuranyl group, adibenzothiophenyl group, a biphenyl group, and a terphenyl group, eachsubstituted with at least one selected from deuterium, —F, —Cl, —Br, —I,a hydroxyl group, a cyano group, a nitro group, an amidino group, ahydrazino group, a hydrazono group, a methyl group, an ethyl group, apropyl group, an isobutyl group, a sec-butyl group, ter-butyl group, aphenyl group, a naphthyl group, a fluorenyl group, a carbazolyl group, adibenzofuranyl group, a dibenzothiophenyl group, a biphenyl group, and aterphenyl group.
 9. The heterocyclic compound of claim 1, wherein theheterocyclic compound represented by Formula 1 is represented by oneselected from Formulae 1-1 to 1-4:

wherein, in Formulae 1-1 to 1-4, A₂, X₁, L₁₀ to L₁₂, a10 to a12, Ar₁,Ar_(e), R₂₀, and b20 are respectively the same as defined in claim 1,and R₁₁, R₁₂, R₁₃, and R₁₄ are respectively the same as defined inconnection with R₁₀ in claim
 1. 10. The heterocyclic compound of claim9, wherein the heterocyclic compound represented by Formula 1 isrepresented by Formula 1-1, and R₁₃ is a group represented by Formula 2.11. The heterocyclic compound of claim 1, wherein the group representedby Formula 2 is represented by one selected from Formulae 9-1 to 9-7:

wherein, in Formulae 9-1 to 9-7, A₄ is the same as defined in claim 1,R₃₁ to R₃₄, R₄₁, R₅₁, R₆₁, and R₇₁ are each independently selected from:hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group,a nitro group, a methyl group, an ethyl group, a propyl group, anisobutyl group, a sec-butyl group, ter-butyl group, a C₁-C₂₀ alkoxygroup, a cyclopentyl group, a cyclohexyl group, a phenyl group, anaphthyl group, a fluorenyl group, a carbazolyl group, a dibenzofuranylgroup, a dibenzothiophenyl group, a biphenyl group, and a terphenylgroup; and a methyl group, an ethyl group, a propyl group, an isobutylgroup, a sec-butyl group, ter-butyl group, a C₁-C₂₀ alkoxy group, acyclopentyl group, a cyclohexyl group, a phenyl group, a naphthyl group,a fluorenyl group, a carbazolyl group, a dibenzofuranyl group, adibenzothiophenyl group, a biphenyl group, and a terphenyl group, eachsubstituted with at least one selected from deuterium, —F, —Cl, —Br, —I,a hydroxyl group, a cyano group, a nitro group, an amidino group, ahydrazino group, a hydrazono group, a methyl group, an ethyl group, apropyl group, an isobutyl group, a sec-butyl group, ter-butyl group, aphenyl group, a naphthyl group, a fluorenyl group, a carbazolyl group, adibenzofuranyl group, a dibenzothiophenyl group, a biphenyl group, and aterphenyl group, b41 is an integer of 1 to 8, and * indicates a bindingsite to a neighboring atom.
 12. The heterocyclic compound of claim 1,wherein R₃₀ and R₄₀ are each independently selected from: hydrogen,deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, a methyl group, an ethyl group, a propyl group, an isobutylgroup, a sec-butyl group, ter-butyl group, a C₁-C₂₀ alkoxy group, acyclopentyl group, a cyclohexyl group, a phenyl group, a naphthyl group,a fluorenyl group, a carbazolyl group, a dibenzofuranyl group, adibenzothiophenyl group, a biphenyl group, and a terphenyl group; and amethyl group, an ethyl group, a propyl group, an isobutyl group, asec-butyl group, ter-butyl group, a C₁-C₂₀ alkoxy group, a cyclopentylgroup, a cyclohexyl group, a phenyl group, a naphthyl group, a fluorenylgroup, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenylgroup, a biphenyl group, and a terphenyl group, each substituted with atleast one selected from deuterium, —F, —Cl, —Br, —I, a hydroxyl group, acyano group, a nitro group, an amidino group, a hydrazino group, ahydrazono group, a methyl group, an ethyl group, a propyl group, anisobutyl group, a sec-butyl group, ter-butyl group, a phenyl group, anaphthyl group, a fluorenyl group, a carbazolyl group, a dibenzofuranylgroup, a dibenzothiophenyl group, a biphenyl group, and a terphenylgroup, R₅₀ is a binding site to Formula 1, and R₆₀ and R₇₀ are eachindependently selected from hydrogen, deuterium, —F, —Cl, —Br, —I, ahydroxyl group, a cyano group, a nitro group, a methyl group, an ethylgroup, a propyl group, an isobutyl group, a sec-butyl group, ter-butylgroup, and a phenyl group.
 13. The heterocyclic compound of claim 1,wherein the heterocyclic compound represented by Formula 1 is selectedfrom Compounds 1 to 56:


14. An organic light-emitting device comprising: a first electrode; asecond electrode facing the first electrode; and an organic layerbetween the first electrode and the second electrode and comprising anemission layer and at least one of the heterocyclic compound of claim 1.15. The organic light-emitting device of claim 14, wherein: the firstelectrode is an anode, the second electrode is a cathode, the organiclayer further comprises a hole transport region between the firstelectrode and the emission layer and an electron transport regionbetween the emission layer and the second electrode, the hole transportregion comprises a hole injection layer, a hole transport layer, anemission auxiliary layer, an electron blocking layer, or any combinationthereof, and the electron transport region comprises a hole blockinglayer, an electron transport layer, an electron injection layer, or anycombination thereof.
 16. The organic light-emitting device of claim 15,wherein the hole transport region comprises the heterocyclic compound.17. The organic light-emitting device of claim 16, wherein the holetransport region comprises the hole transport layer, and the holetransport layer comprises the heterocyclic compound.
 18. The organiclight-emitting device of claim 15, wherein the hole transport regioncomprises: a first hole transport layer between the first electrode andthe emission layer; and a second hole transport layer between the firsthole transport layer and the emission layer, and wherein the first holetransport layer comprises the heterocyclic compound.
 19. The organiclight-emitting device of claim 14, wherein the emission layer comprisesa host and a dopant, wherein the dopant is a fluorescent dopant or aphosphorescent dopant.
 20. The organic light-emitting device of claim15, wherein the electron transport region comprises an alkali metal,alkaline earth metal, a rare earth metal, an alkali metal compound,alkaline earth metal Compound, a rare earth metal Compound, an alkalimetal complex, alkaline earth metal complex, a rare earth metal complex,or any combination thereof.